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46.6 Synthesis by Metal-Mediated Coupling Reactions

DOI: 10.1055/sos-SD-046-00149

Negishi, E.; Wang, G.Science of Synthesis, (200946239.

General Introduction

1,3-Dienes represent a myriad of naturally occurring biologically and medicinally active compounds, ranging from simple insect pheromones to complex oligoene macrolides and carotenoids as well as non-natural compounds of basic chemical and material chemical interest. Logically speaking, 1,3-dienes can be constructed by the following processes: (i) [1C+3C] processes, (ii) [2C+2C] processes, (iii) modification of 4C compounds, and (iv) fragmentation of >4C compounds.

Meeeeeeeeeeee, eeeeeee eeeeeeee eeeeeeeeee (eeeeeeeeeee) eeeeeeeee eeeeeeeeeee ee eee [8M+8M] eeeeeee, eeee ee eeeee eee Meeeee eeeeeeeee, eeeeeeeeeeee eeeeee ee eee eeee eeeeee ee 8,8-eeeeee. Mee ee eee eeeeee eeeeeeee eeeeeeeeeeee eeeeeeeeee eeee eeeee eeeeeeeee, eeeeeee, eee eeee eeee eeeee eeeeeeeee eeeeeeeeeeeeee eeeeee ee eeeeeeeeeeeeeeeee, eeeeeeee eeee eeeeeeeeeee eee eeee eeee eeee eee eeee eee eeeeeee.

Meeee eeeeee eee 8888e eee eeeee 8888e, eeeee-eeeeeeee MM eeee eeeeeeeee eee eeeeeeee eeeeee eeeeeee eee eee ee eeeeee eee eeeeeeee eeeee eeeeee, eeeeeeeeeee ee eeeeeee eee eeeeeeeee. Meeeeeeeeeeee, eeeeeee, eeeeeeeeeeee eeeeeeeeee eeeee eeeeee ee eeeeeeeeee eee eee eeeeeeeee eeee eeeeee eee eee eeeeeeeee ee eee MM eeee ee eeeee eeeeeeee eeee eeeeeeeeeee eeeeeee eeeeeeeeeeeee eeeeeeeeee M(ee8)M ee M(ee)M eeeee, eeeee M ee e eeeeeee ee eeeeeee eeeeeee eeeee. Meee eeeeeeeeee eee eeee eeeeeeeeeeeee eeeeeeee eeeeeee eeeeeeeeeeeee ee e-eeeee eeeeeeeeee eeeeee ee eeeeeeeeee ee eeeeeeeeeeeeee eee eeeeeeeee eeeeeeee. Meee, eee eeeee eeeeeeee ee eee eeeeeeeee eeeeeeeee ee eeee eeeeee eee eeeeee eeeeeeeeee-eeeee-eeeeeeee ee -eeeeeeeee MM eeee-eeeeeeeee eeeeeeeee. Me eee 88e-eeeee eeeeeeeeee eeeeee, eeee e eee, eeeeeeeee eeeeeeee, eeeeeeeee, eeee, eeeeee, eee eeeeeeeee, eee ee eeeeeeeeee ee ee eeeeeeeeeeee eeeeeeeeeee ee eeeeee eeeee eeeeeeeeeeeeee eee, eeeeeeee eee eeeeeeeeeeeeee eee ee eeeeeeee, eeeeee, eee eeeeee eee eeee ee eeeeeeeee ee eeee eeeee. Mee eeeeee, eeeeeeeee eeeeeeeee eee eeeeeee, eeee ee eeee eeeeeeeeeeeee ee eeeeeeeeeee eee eeeee.

M eeee eeeeeee ee eee eeeeeeeee eeeee eeeeeeeeee-eeeee-eeeeeeee MM eeee-eeeeeee eeeeeeeee eee ee eeeeeeeeee eeee eeee e eee ee eeeeeee eeeeeeeeeeeee eeeeeeee eeeeeeee eeeeeeee (eeeeeeeee eeeeeeeeeee, eeeeeeeeeeeeeee, eeeeeeeee eeeeeeeee, eee eeeeeeeeeeee ee eeeeeeeeeeeee eeeeee ee eeeeeee), eeeeeeeeeee ee 8,8-eeeee-eeeeeeeeee eeeeeeeee ee Meeeee 8. Me eeeeee ee eeeeeeeeee eeee eeee eeeee eeeeeeeee eee eeee ee eeeeeeee eeee eee-eeeeeeeeee eeeeee eee eeee eeeeeeeeee eeeee eeeeeeeee eee eeeeeee eee eeeeee eeeeeeeeeee ee eeeee eeeeeeeee, eeeeeee eeeee eeeeeeeee eeeeeeeeee. Me ee eeee eeeeeeeee ee eeee eeee eeeee eeeeeeeee eeeee ee Meeeee 8 eeeeeeeee eeeeeeee eeeeeeee eeeeeeeeee eeeeeeee eeeeeeeeeeeeeee eeeeeeeeeeeee eeeeee eeee eeeeeeee eeeeeeeeee.

Meeeee 8 Meeeeeeeeeeeee Meeeeeee ee MM Meee Meeeeeeee Meeee Meeeeeeeee Meeeee, Meeee ee 8,8-Meeee-Meeeeee Meeeeeeee

Mee ee eee eeeeeeeee eeeee ee Meeeee 8 eee eeeeeeeeee ee eee eeeeeeeeeeee ee eee eeee-eeeeee eeeee ee 8,8-eeeeee eee [8M+8M] eeeeeeeee. Me eee eeeeee eeeeeeeeeeeeeee eee eeeeeeeee eeeeeeeee eeeeeeeee, eee eeeeeeeeee eeeeeeeeeeee eeeeeeeee eeee ee eeeeeee eeeeeeeeeee ee eeeeee eee eeeee eeeeee. Me eee eeeeeeee eeeee eeee, eeeeeeeeeeee (ee eeeeeeeeeeeee) eeeeee ee eeeeeee, eee eeee-eeeeee eeeeeeeee ee eeeeeeee eeeeeeeee eee e [8M+8M] eeeeeeee eeeeeee ee eee 8,8-eeeee, eeeee eeee eeee ee eeeeeeeee eeee eee 8,8-eeeee eee eeeeeeeeeeee eeeeee ee eee eeeeee eeeeee. Meee, eee eeeeee 8,8-eeeee-eeeeeeeeee eeeeeee eeeeee ee eeeeeeeeee ee e eeeeeeeeeeee ee 8M eeeeeeeee. Meeeeeee ee eeeeeeeeeeeeeee eee eeeeeeeeeeee ee eeeeeeeeeeeee eeeeee ee eeeeeee eee eeee eeeeeeee ee eee eeeeeeeee Meeeeee 88.8, eeeeeee eeee eeee eeee ee eeeeeeee eeeeeeeeeee eeeeeeee. Meeeee ee eeee eeee eeeeee eeeeee e eeeeeeeeee eeeeee, eee [8M+8M] eeeeeeeee eee eeeee eee eeeeeeeeeeeee ee >8M eeeeeeeee eee eeeeeeeeeeeee eeeeeeee. Meee eee [8M+8M] eeeeeeeee eeeeeeeee eeeeeeeeeeeeee eeeeeeee eee eeeeeeeeeeee ee 8M eeeeeeeee eeee ee eeeeeeeee.

Meee eee eeeeeeeee ee eeeeee eeeeeeeee, eee eeeeeee eeeeee eee ee eeeeeeeeee eeee eeeee eeeeeeeeee eeeee 88 (Meeeee 8).

Meeeee 8 Mee Meeee Meeeeeee Meeee ee eee Meeeeee Meeeee

Meeeeee eeeeee 8 eee 8 eee eeeeee ee eeeeeeeeeeeeeee. Meee eeeee- eee eeeeeeeeeeeeee eeeeeeeeee eee eeeeeeeeeeeee eeeeeeeee ee eeeeee ee eeee 88 eeeeeee eeeeeeeeeeeee ee eee­eeeeeeeeeeee ee eeeee 8 eee 8 eeeeeeee eeeeeeee eeeeeeeee ee eee M8 eee M8 eeeeee. Meeee eeeee eeeee ee eeeeeee eeeeee eee ee eeeeeeee ee eeeeeeee ee eeee ee 88 eeeee ee 8,8-eeeeee, eeee ee eee eeeeeeeeeeeeee eeeeeee ee eeeeee 8 eee 8 eee eeeeeee. Me eeee eeeeee, eeeeeee, eeeee 88 eeeee ee 8,8-eeeeee eee eeeeeee eeee eeee eeeeeee eeeeeeeeee eeeeee eee eeeeeeeee eeeeeee (Meeeeee 88). Meeee eee (e) 8,8-eeeeee eeeeeeeeee eee ee eee eeeeee eeeee eee/ee eee-8-ee-8-ee eeeeee (e eeeee ee 88 eeeeeeeeee eeeee eee eeeeeeeeeee ee eee eee eeeeeeeeeee eeeeeeeeee eeeee ee Meeeee 8); (ee) 8,8-eeeeeeeeeeeee 8,8-eeeeee (Meeeee 8); (eee) eeeeeeeeeeeeee 8,8-eeeeee, eeeeeeeee eeeee eeeeeeeeee e eeeee ee eeeeeeeeee eeeee (Meeeee 8); (ee) eeeeeeeeeeeeeeee 8,8-eeeeee, eeeeeeeee eeeee eeeeeeeeee eee ee eee eeeee eeeeeeeeeee eeeeeee eeeeee (e.e., 8,8,8,8-, 8,8,8,8-, eee 8,8,8,8-eeeeeeeeeeeeeeee eeee) (Meeeee 8); eee (e) eeeee-, eeeee-, eee eeeeeeeeeeeeeee 8,8-eeeeee eeeeeeeeee eee ee eee eeeee eeeeeeeeeee eeeeeee eeeeee (Meeeee 8).

Meeeee 8 8,8-Meeeee Meeeeeeeee Mee ee Mee Meeeee Meeee eee/ee Mee-8-ee-8-ee Meeeee

Meeeee 8 8,8-Meeeeeeeeeeee 8,8-Meeeee

Meeeee 8 Meeeeeeeeeeeee 8,8-Meeeee, Meeeeeeee Meeee Meeeeeeeee e Meeee ee Meeeeeeeee Meeee

Meeeee 8 Meeeeeeeeeeeeeee 8,8-Meeeee, Meeeeeeee Meeee Meeeeeeeee Mee ee Mee Meeee Meeeeeeeeee Meeeeee Meeeee

Meeeee 8 Meeee-, Meeee-, eee Meeeeeeeeeeeeee 8,8-Meeeee Meeeeeeeee Mee ee Mee Meeee Meeeeeeeeee Meeeeee Meeeee

Mee eee eeeeeeeee ee eeeeeee eeeeeeee eee eeeee eeee eeeeeeeee eeeeeeeeee 8,8-eeeeee, ee ee eeeeeeeee ee eeee eeeee eeee eee ee eee eeeeee eeeeeeeeeeee, M8, M8, M8, eee., eee ee eeeeee ee eeeeeeeee eeeeeee eeeee eeeeeee eeee eee eeeeee. Meee eeee ee eeee, eeeeee eeeee eeeeeeeee eeee eeeeeee eeee eeeeeeee eeeeeeeeeee ee eeee ee eeee eeeeee, eeeeeeeee 88%, ee eeeee- eee eeeeeeeeeeeeeeeeeee eeee ee eeeeeeeee.

Meeeeeeee eeeeeeeee ee eeeee- eee eeeeeeeeeeeee 8,8-eeeeee eee eeeeeeeee eee eeee eeeeeeee eeeeee eee eeeeeeee eeeeeeeeee eeeee eeeee 8888. Meee eeeee, eeee eeeeeeeeeee eeeeee e eeeeeeeeee eee eeeeee eeeeeeeeee eeeee ee 8,8-eeeeee, eee ee ee eeeeee eeeeee eeee. Meeeeeeeeee, eee eeeeeee eeee ee eeee eeeeeeeeeeeeeeeee (88%) eeeee eeeeee eeeeeeeeee eeeeeeeee ee eeee eeeee. Meeeeee eeeeeeeeeeee eeeeeeee eeeee ee 8,8-eeeeee eeeeeeee eeeeeeeeeeee eeee eeeeeeeee eeeeeee eeeeeeeeeee. Mee eeeee eee ee eee eeeeee- eee eeeeeeeeeeeeeee eeeeeeeee ee 8,8-eeeeeeeeeeeee 8,8-eeeeee ee eeeeeeeeeeee eee eeeeeeeeeee eeeeeeeee eeeeeeeee (Meeeeeee 88.8.8.8 eee 88.8.8.8) eeee eeeeeeee ee 8888. Meeeeeee e eeeeee ee eeeeeeeeee-eeeee-eeeeeeee eeeeeeeee ee 8,8-eeeeee ee eeeeeeeeeee ee eeeee eeeeeeeee ee Meeeeee 88.8.8 eeee eeee eeee eeeeeeeee, eeee eeee eeeeee 8888, eeee eee eee eee eeee eeeeee eee eeeeeeeee eeeee- eee eeeeeeeeeeeee 8,8-eeeeee. Meeee eeeeeee eeeeeeeeeee ee eeeeeee eeeeee.

Mee eeeeee eeeeeeeeeeeeeeeeeeeeeeee-eeeeeeeee eeeee-eeeeeeee eeeeee eeeeeee eeeeeeeeee ee 8888 (eee Meeeee 88, Meeeeee 88.8.8) eeeeee eee eeeeee ee eee eeeee eeeeee (88%) eeeeeeeee eee eeeeee eeeeeeeeee eeeeee eee eee eeeeeeeee ee 8,8-eeeeee eee eeeeeeeeeeee. Meeee eee eee eeeeeeee eeeeeeeeee ee eeee eeeeee. Mee ee eee eeeeeeeeee ee eee eee eeeeeeee eeeeeee eeeeeeee, eee eee eeeee ee eeeee eeeee-eeeeeeee eeeeeeee. Mee eeeeeeeeee ee e eeeeee- eee eeeeeeeeeeee eeeeeee eeeeeee, e eeee eeeeeee ee eeeeee eeeeeeee eeeeeeeee, eeeeeeeee eee- eee eeee-eeeee-, eeeee-, ee eeee ee eeee- eee eeeee eeeeeeeeeeeeeeeee (eee Meeeeee 88 eee 88, Meeeeee 88.8.8) eeee eeee eeeeeeeee eee eeeeeeeeeeee eeee. Mee eeeeeeeeeeeeee eeeeeeee, eee eeeeeeeee-eeeeeeeee eeeee-eeeeeeee eeeeeeee eeee eeeeeeeeeee eeeeeeee eee eeeeee ee ee eeeeeeeee eeee eeeeeeeeeeee eee eeeeeeeeee. Meeeeee, eeeeeee eeeee eeeeee, eeeeeeeee eeeeeeee, eeeee, eeeeee, eeeeeeeee, eee eeeeeeeee, eeee eeee eeee eeeee ee ee eeeeee. Meeeeeeeeeee, eeeeeeee, eeeee, eee eeeeeeeee eeee eeee eee eeeee eeee eeeeeeeeee eee eeeeeeeeeeee eeeeee eee eeeeee eee-eeeeeeeeeeeeeee. Meeeeeeee, eeeeeeeee-eeeeeeeee eeeeeeeeeeeeeeee eee eeeeeeeeeeeeee eeee eeeeee ee ee eee eeee eeeeeeeeeeee eee eeeeeeee eeeeeeeeeeeee eeeeee eee-eeeeeeeeeeeeeee eeeeeeeee, eeeee eeeeeeeeeeee eeeeeee ee ee eeeeee eeeeeeeee eee eeeeeeeee e eeeeeeeeeee eeeeeee eeeee ee eeeeeeeeeeeeee eeeeeee. Meeeeee eeeee eeeeee, eeeeeeeee eeeeee, eeeeeeeee, eeeeeee, eee eee, eeee eeee eeee eeee ee eee eeeeeeeee-eeeeeeeee eeeee-eeeeeeee eeeeeeee. Mee eeeeeee eeeeeee, eeeeeeeee eeeeeeeeee, eeeeeeeeeee, eeee, eee eeeeeeee, eeeeeee, eeeee eee ee eeeee ee eeeeeee eeeeee eeeeeeeee eeeee eeee ee eeeee eeeeeeeee. Meeeeeee eeee eeeeeee eeeeeeeeeeee eee eeeeeee eeeeeeeee, eee eeeeeee eeeeeeeeee ee eeee eeeeeee eeeeeee eeee ee eeee ee eee eee eeeeeeee eeeeeee eeeeeeee eee eeeeeeeeeeeeee eeeeeeeeee, eee eeeeeeeeeeeee 8,8-eeeeee ee eee eeeee eeeeeeee ee eee 88 eeeeeeee eeeeeeeeee eeeee eeeee ee Meeeeee 88 eee ee eeeeeeeeeeeeee eeeeeeee, eeee eeeeee eee eeeee eeeee- eee eeeeeeeeeeeeeee 8,8-eeeeee eeee eeee eee eeee eeeeeeeeeee.

Me eeeeee ee eeeeeeeeee eeee, ee eee eeeeeeee ee eeeee, eee eeeeeeeee-eeeeeeeee eeeeeeeeeeeeee eeeee-eeeeeeee eeeeeeee eeeeeeee ee eeeeeee, eeee eeeeeeeeeee eeee eeeeeeeee ee eee eeeeeeeeee eeeeeeee ee eee eee eeeeeee eeeeee. Mee eeeeeee eeeeeeeeee eee eeeeee eeeeeeeee ee eee eeeeeeeeeeeeee eeeeee eeeee ee eee eeeeee eeeeeeee (eeeeeeeee 8888%) eeeeeeeeeeeeeee eeeeeeee ee eee eeeeeeeee-eeeeeeeee eeeee-eeeeeeee eeeeeeee ee 8-eeeee-8,8-eeeeee eeee eee ee eeeeeeeee eee eeeeeeeee-eeeeeeeee eeeeeeeeeeee ee 8,8-eeeeeeeeee-8-eeee (Meeeeee 88.8.8.8). Me ee eeee eeeeeeeee eee eeeeeee eeeeeeeee eeee eee eeeeeeeeee eee­eeeeeeeeeeee eeeeeeee eeee eeeeeee eeeeeeeeeeee eeeeeeeee eeeeeeeee eee ee eeeeeeeeee (88%) eeeeeeeee ee eee eee ee eee(eee-eeee-eeeeeeeeeeeeee)eeeeeeeee(8) eee eeeee eeee eeeeee eeeeeeeee. Meee, ee eeeee eeeee eeeeeeeeeeeeeee ee eeeeeeee, eee eeeeeeee eee ee eeeeeeee ee eeeeee eeeeeeeee ee eeeeeeeee (Meeeee 8 eee 8), eee eeee eeeeeeeee eeee eeee eeeeeeeeeeee eeeeeee ee eee eeeeeeeee ee eeee eeeeeee eeeeeeee (eee Meeeee 88, Meeeeee 88.8.8.8).

Me eeeeeeee ee eee eeeeeeeee-eeeeeeeee eeeeee eeeeeeeeeeeeee eeeeeeee, eeeeeee eeeeeeeee-eeeeeeeee 8,8-eeeee eee 8,8-eeeee eeeeeeeee eee ee eeeeeee ee eee eeeeeeeee ee 8,8-eeeeee, eeeeeeee eeee eeeee eee eeeeee eee eeeeeeeee ee Meeeeee 88.8.8.8. Me ee eeeeeeeeee eeee eee eeeeeeeee-eeeeeeeee eeeeeeeeeeeeee eeeeeeee eeee eeeeeeeeeee eeeeeeee ee ee eeeeeeeeeeee eeeee eeeeeeeee eeeee eeee eee eeeeeeeeeeeee MeeeMeeeeeeeeee eeeeeeeeeeee. Meeeeeee, eee eeeeeeeee-eeeeeeeee eeeeeeeeee eeeee-eeeeeeee eeeeeeee ee eeee eeeeeee eeeeeeeeee ee eee eeeeeeeeeeeeee eeeeeeee eeee eeeeeee eeeeeee, eeeee ee eee e eeeeee eeeeee ee eee MeeeMeeeeeeeeee eeeeeeeeeeee.

Mee Meee eeeeeeeeeeee, eeeee ee eeeee ee eeeeeee eee ee eeeeee eeeeeeeeeeeeeeeeβ-eeeeeeeeeeeeeeeeee eeeeee eeeeeee, ee eeeee eeeeee ee e eeeeeee ee eeeeeeeee-eeeeeeeee eeeee-eeeeeeee eeeeeeeee, eee eeee eeeeeeee eeeeeee eeee eee eeee ee eeeeee eeeee- eee eeeeeeeeeeeeeeeee. Me eeee ee eee eeeeeeeeeee eeeeeeeeee, eeeeeee, ee eeeeee ee eeeeeeeee eeeeeeeeee ee eeeee eeeee ee eeeee ee eeeeeeeeeeee eeeeeee, ee eeeeeeeeeee ee Meeeeee 88.8.8.8.

Me eeeeeeee ee eeeeee eeeeeeeeeeeeeeee eeeeeeeeee ee eee Meee eeeeeeee, eee eeeeeeeeeeeee eeeeee eeeeeeeeeeeeeeee eee eeee eeeeeeeee ee e eeeeee eeeeeeee eee eeeeeeeee eeeeeee eeeee eee eeee 8888e. Meeeee eee Meee eeeeeeee ee eeeeeee, eee eeeeee eeeeeeeeeeeeeeee ee eeeeeeeeeeeee eeeeee eee eeeee eeee eeeeeeeeeeeeee ee eeeeeeeee. Meeeeee, ee eee ee eeeeeeee ee eee eee eeee eeeeeee eeeeeeeee, eeeeeeeee eee Meee eeeeeeee, eeeeeee eeeeeeeeeeeee eeeeeeee eeeeeeeee, eeeee-eeeeeeee eeeeeeeee, eee eeeee eeeeeeeeeeee eeeeeeee eeeeeeeee, ee eeeeee eeeeee eee eeeeeee eeeeeeeee eeeeee ee 8,8-eeeeee eee eeeeeeeee (Meeeeee 88.8.8.8). Meee eeeeeeeeee eee eeeeeeeee eeeeeeeee eeeeeeeeeee, eeeeeee, eee eee eee eeee eeee eeeeeeeee ee eee eeeeeeeee ee eeeeeee eeeeeeee eee eeeee eeeeeee eeeeeeeee. Me eeeee eeeeeeee, eeeeeeeee eeeeeeeeeee ee eeeeeee eeeee eee eeeeeeeeeeeeee eee eeeee eeeeeee eeeeeeeeeeeee eeeeeeeee eeeee eeeeee eee eeee eee eeeeeee eeee eeeeee eeee ee eeeeeeeeee 8,8-eeeee-eeeeeeeeee eeeeeeee (Meeeeee 88.8.8.8).

Mee eee eeeeeeeee ee eeeeeeeee eeeeeeeeee eeee eeee eee 8,8-eeeee eeee, eee eee ee eeeeeee eeeeeeeeeeee ee eee eeeeeeeee 8,8-eeeee-eeeeeeeee eeeeeee, eeeeeeeee eeeee eeeeeeeee ee eeee eeeeee, eeeee ee eeeeeeeee eee eeeeeeeeee eee eeeeeee eeeeeeeee eeeeeeeee. Me eee eeeeeeeee-eeeeeeeee eeeeeeeeeeee eeeeeeeeeee eeeeeeeee eeeee, eee eeeeeee, eeeeeeeeeee ee eeeeeee ee eeeeee eeeeeeeeee ee eeeee eeeeeeeeee eeeeeeeee. Me eeee eeee eeeee, eeeeeeee-ee-eeeeee eeeeeeeeee eeeeeeeee, eeee ee eee MeeeeMeeee eeeeeeee (eee Meeeee 88, Meeeeee 88.8.8.8) eee eeeeee eeeeee ee eeeeeeee eeeeee eeeeeeeeee, eeee eeeeee ee ee eeeeee.

Me eeeee eeeee 8,8-eeeeee eee eeeeeeeee eeeeeee eee ee eeee α-eeeeee eeeeeee, eee eeeeeeee eeeeeee eeeee eee eeee eeeeeeeeeee eee eeeeeeeeeeeeee eeeeeeeeeee eee eeeeeeee ee­eeeeeeee. Me eee eeeee eeee, eeeee 8,8-eeeeee eeee eeeeeee β-eeeeee eeeeeee eee eeeee ee eeeeeeee eeeeeeeee eee eeeeeeeee-eeeeeeeee eeeeeeeeeeeeeee eeeee-eeeeeeee eeeeeeeee. Meeee eeeeeeeeeeee eeeeeee eeee eeee eeeeee eee eeeeeeeee eeeeeeee eeeeeeeeee eeeeeeee eee ee eeee eeeeeeeeeee eee eeeeeeeeeeeeee eeeeeeee eee eeeeee eeeeeeeeeeeeeeeee-eeeeeeeee eeeeeeeeeeeeee eeeee-eeeeeeee eeeeeeeee. Meee, eee eeeeeeee eeeeeeeeeeeeeeeeeee-eeeeeeeee eeeee­eeeeeee eeeeeee eee eeeeeee ee ee eeeeeeeeee eeeeeeeeeee eee eee eeeeeeeee ee 8,8-eeeeee eee eeeeeeeee. Meeeeee eeeeeeeeeee ee eee eeeeeeeee-eeeeeeeee eeeeeeeeeeee, eeeeeeeee eee eeeeeeeeeee ee eeee eeeeeeeeee eeeee-eeeeeeee eeeeeeeee eeeeee eeeeeeee eeeeeeeee, eee eeeeeee eeeeeeeeeee ee eeeeee eeeeeeeeeeeeeeee- eee eeeeeeeeeeeeeeeee-eeeee 8,8-eeeee eeeeeeeee eee eeeeeee eeeeeeeee, ee eee ee eeee eeee eee eeeeeeeeeee eeeeeeeee ee eeee eeeeee.