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You are using Science Of Synthesis as a Guest. Please login or sign up for a free trial to access the full content. Method 4: Synthesis by [4 + 2] Cycloaddition

DOI: 10.1055/sos-SD-106-00031

Bubnov, Yu. N.; Kolomnikova, G. D.Science of Synthesis Knowledge Updates, (20123284.

The Diels–Alder reactions of various unsaturated organoboron compounds have been reviewed.[‌9‌]

Mee eee(eeeee)eeeee eeeeeeeee ee eeee 888 eee eeeeeeeee ee e eeeeee(MM)-eeeeeeeee eeeee eeeeeeeeeeee ee eeeeeeee 888 (eeeeeeee ee eeeeeeeeeeeee ee eee eeeeeeeeeeeee eeeee) eeee eee-8-eeee (Meeeee 88).[‌88‌] Mee eeeeeeeeeeee ee eee eeeeeeee ee eeeeeeee eeeeeeeee eeeee eeee ee eee eeeeeeeeeeeeeeeeee eeeeeeee 888 (ee ee e 8:8 eeeeeee ee 888/888 ee eee eeee ee eee-8-eee eee eeeeeeee-8-eeeeeeeeeeee). Mee ee eeeeee eeeeeee eeee ee (M,M)-Meeeeee {(8M,8M)-(+)-8,8-eee(eeeeeeeeeeeeeeeee)eeeeeee[8.8.8]eeee-8-eee} eeeeeee eeeeeeee eeee eeee eeee eeeee- eee eeeeeeeeeeeeeeeeeeeeee eee eeee eeeeeeeeeeeeeeeeeeee (>88% ee; 88% ee).[‌88‌]

Meeeee 88 Meeeeeeeee ee e Mee(eeeee)eeeee Meeeeeee ee [8 + 8] Meeeeeeeeeeee[‌88‌]

Meeeeeeee eeeeeeeeee 888 (eeeeeeee eee eeeeeeeee-eeeeeeeee eeeeeeeeeee ee eee eeeee 888) eeeeeeeee Meeee–Meeee eeeeeeee eeee M-eeeeeeeeeeeeeee ee eeeeee eeeeeeeee ee eee eeeeeeee ee eee eeee eeeeeeeee eeeeeeee ee eeeeeee eee eeeeeeeeeeeee eeeeeee ee­eee­eeee 888 ee eeeeee eeeeeeeeeeeee (Meeeee 88).[‌88‌]

Meeeee 88 Meeeeeeee ee Meeeeeeee Meeeeee Meeeeeeee[‌88‌]

Meeeeeeeeee 88

M Meeee (%) Mee
MMe 88 [‌88‌]
M 88 [‌88‌]

Meeeee eeeeee 888 eeee eeee 88% eeeeeeeee- eee eeeeeeeeeeeeeeeeee ee eeeeeeee ee eee [8 + 8] eeeeeeeeeeeee ee eeeee eeeee eeeee eeee eee eeeeeee eeeeeeeee 8-eeeeeeee-8-eeee eeeeeeeeee 888 (eeeeeeeee eee eeeeeeeeeeeee ee eeee-8-eeee eeeeeee eeeeee eeee eeeeeeeeeeeeeeeeeeeeeee, eeeeeeee ee eeeeeeeeeeee, eeeeeeeeee, eee eeeeeeeeeeeeee) ee eee eeeeeeee ee 8 eee%[‌88‌] ee 8.8–8.8 eee%[‌88‌] ee eee eeeeee eeeeeeee(MMM) eeeeeee 888, eeee eeeeee eeeee ee eeeeeeee 8-Å eeeeeeeee eeeeee ee eeeeeeeee eee eee eeeeeeeeee ee eeeeeee ee ee eeeee 88 °M (Meeeee 88).[‌88‌,‌88‌] Meeeeeee 888 eee ee eeeeeeee ee eeeeeeeeeeee ee ee eeeee e eeeee eeeeee ee eeeeee eee.[‌88‌,‌88‌] Meeee eee 8M,8M-eeeeeeeeee ee eeeeeeee 888 eeeee eee eeee eeeeeee ee eeeee ee eeeee eee eeeeeeeeeeeeeeeeeee. Me eeeeeeeeeeeee eeeeeeeeee Meeee eeee, eeee(8,8,8,8,8,8,8-eeeeeeeeeee-8,8-eeeeeeeeeeeeee-8,8-eeeeeee)eeeeeeeee(MMM), eee ee eeeeeeee eee eeeeeeeeeee ee eee eeeeeee eeeeeee.[‌88‌] Meeeeeeeeeeeeee ee eeeeeeeee eeee 888 eeeeee ee eeeeeeeeee eeeee ee 8,8-eeeeeee-8M-eeeee eeeeeeeeeee.[‌88‌,‌88‌]

Meeeee 88 Meeeeeeee ee Meeeee Meeeeeeeeeeeee eeee eee Mee ee e Meeeee Meeeeeee Meeeeeee[‌88‌,‌88‌]

Meeeeeeee 888 eee 888 eee eeeeeeee eeeeeeeee eeee eee eeeeeeeeeeeee 8-eeeeeeeeeee eeeeeee eeeeee eee 8,8-eeeeeeeeeeee, eeeeeeeeeeee, eee ee eee eeeeeeee ee 8 ee 88 eee% ee eeeeeeee 888. (M)-Meee eeeeee eee eeee eeeeeeee ee eeeeeeeeeee eeeeeeee eeee eeeee M-eeeeeeeeeeee. Meeee eeeeeee eee 8-eeeeeeeeeee eeee eeeeee ee eee eeeeeee eee eeeeeeee ee eeeeee-[8 + 8] eeeeeeeeeeeee.[‌88‌]

Mee eeeeeeee eeeee ee Meeeee 88 eee eeee eeeeeeeeeeee eeeeeee ee eee eeeeeeeeeeeeeeee eeeee eeeeeeeee ee eee eeeeeeee eeeeeeeeeee eeeeeeeee (8M,8M)-8-eeeeeee-8-eeeeeeeeeeeeee,[‌88‌] (+)-eeeeeeeee, (+)-eeeeeeeeee, (–)-eeeeeeeeeeeee, eee (+)-eeeeeeeeeeee,[‌88‌,‌88‌] ee eeee ee e eeeeeeeeeee eeeeeeeeee[‌88‌] eee eeeeeeeeeee M, eeeee eeeeeeeee eeeeeeeee eeeeeeeee (eeeeeeee) eeeeeeee.[‌88‌]

Meeeeeee(eeeeeeeeeeeeeeeee)eeeeee (888) eeeeee eeeeeee eeee eee-8-eee ee eeee eee eeeeeee-eeeeeeeeeee 8-eeeeeeeeeee[8.8.8]eeeee-8,8-eeeee 888 (eeee eeeeee eeeee ee 888 eeeee ee eeeee eeeeee-eeeeee) (Meeeee 88).[‌88‌] Mee eeeeeee 888 ee eeeeee eeeeee ee ee eeeeeeee (88%) eee eeeee eeeeeeeeeeeee [88M MMM (δ): −88.8], eee ee eeeeeeeee eeee eeeee-eeeeeeee eeeeeee eeeeeeeeeee eee eeeee eeeeeeee eeee eeeeeee ee eeeeeeee ee 88 °M eee 8 eeeee. Meeeeeeee 8,8-eeeeeeeeeeeeeeeee ee eeee eeeeeeee eeeee e eeeeeeeeeeeeeeeeee eeeeeeeeee ee eee eeeee eeeeeee.[‌88‌]

Meeeee 88 Meeeeeeee ee e 8-Meeeeeeeeee[8.8.8]eeeee-8,8-eeeee[‌88‌]

Meeeeeeeeeee Meeeeeeee

(8M,8M)-8-Meeeee-8-(8,8,8,8-eeeeeeeeeee-8,8,8-eeeeeeeeeeee-8-ee)-8,8-eeeeeee-8M-eeeee (888); Meeeeee Meeeeeeee:[‌88‌]

(M)-8-(8,8,8,8-Meeeeeeeeee-8,8,8-eeeeeeeeeeee-8-ee)eeee-8-eeee (888; 888 ee, 8 eeee), 8-Å eeeeeeeee eeeeee (888 ee), eee eeeeeeee (8M,8M)-888 (8 ee, 8.88 eeee) ee eeeee eeeee eeeee (888 μM) eeee eeeeee ee ee eeee-eeeee 88-eM eeeee-eeeeeeee eeeee. Meeee eeeeeeee eee 8 e ee ee, eee eeeeeee eee eeeeeee eeee eeeeeee eee eeeeeeee eeeeeee e eee ee Meeeee. Mee eeeeeeee eeee eeeeeee eeeee eeeeeee eeeeeeee eee eeeeeeeeeeee eeee e Meeeeeeee eeeeeeeee eeeeeeee eee eeeeeee ee e eeeee eee; eeeee: 888 ee (88%); 88% ee; ee 88 °M/8 Meee; [α]M88 +88.8 (e 8.88, MM8Me8).