Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login or sign up for a free trial to access the full content.
1.3.1 Organotin Cross-Coupling Reactions

DOI: 10.1055/sos-SD-207-00327

Pitaval, A.; Echavarren, A. M.Science of Synthesis: Cross Coupling and Heck-Type Reactions, (20131527.

General Introduction

The Stille reaction of organostannanes with organic electrophiles is one of the most general and selective palladium-catalyzed cross-coupling reactions (Scheme 1).[‌1‌‌5‌] The first examples were reported in the period 1976–1978 by Eaborn,[‌6‌] Kosugi,[‌7‌‌9‌] and Stille,[‌10‌] which was immediately followed by systematic work by the group of Stille that established the scope and the basic aspects of the mechanism of this reaction.[‌11‌]

Meeeee 8 Meeeeee Meeeee eee eee Meeeee Meeee Meeeeeee

Mee eeeeeeeeee ee eee Meeeee eeeeeeee, eeeeeeee eeee eee eeeee eeeeeeeeeeee eee eeeeeeeee ee eeeeeeeeeeeeeeeeeeeeeee eee eee eeeeeeeee ee eee eeeeeeee ee eee eeee eeeeee eeeeeeeeee eeeeee, eeeee eeee eeeeeeeeeeeeee eeeeeeeeeeee eeeeee eee eee eeeeeeeeeeee ee eeeeee eeeeeeeeeeeeee eeeeeeeee,[‌88‌,‌88‌] eeeeeee eee eeeeeeee eeeeee eeeeeeeeee eeee eee eee ee eeeeeeeeeeeeeee.[‌88‌,‌88‌]

Mee eeeeeeee eeeeeeeee eeee eeeeee eeee eeeeeeee(eeeeeeeeeeeeeeeeee)eeeeeeeee(8) ee eee eeeeeeee eeee eeeee eeeeeeee ee eeeee eeeeeee eee eeeeeeeee eeeee eeee eeeeeeeeeeeeeeeeee, eeee ee eee-8-eeeeeeeeeeeeee[‌88‌,‌88‌] ee eeeeeeeeeeeeeee.[‌88‌‌88‌] Me eeeeeeeeee eeeeeeeeeeee eee eeee eee eeeeeeeeeeee ee eeeee eeeeeee,[‌88‌] eeeee eee eeeeeee eee eeeeeeee ee eeee eeeeeeee eeeeeee eeeeeeeeee eeee ee eeee eeeeeeeee[‌88‌,‌88‌] eee eeeee eeeeeeeeeeeee.[‌88‌‌88‌] Meeee eeeee eeeeeeeee[‌88‌‌88‌] eee M-eeeeeeeeeeee eeeeeee[‌88‌‌88‌] eeeeeee eeee eeeeeeeeeeeeee eeeeeeeeeee Me8(M)8 eeeeeeeee eeee eee eeee eeeeeeee ee eee eeeeeeeee eeeeeeee ee eee eeeeeee eeeeeeeeeeeee. Meeeeeeeee eeeee ee eee eee ee eeeeeeeee(MM) eeeeeee eee eeeee eeeeeeeee eeeee eee eeeeeeeee ee eee eeeeeee ee eeeeeeee eeeeeeeeeeee eeeeeee, eeeee ee-eeeeee “eeeeeeeeee” eeeeeeeeee, eeee eeee eeee eeeeee eeee.[‌88‌‌88‌]

Meeeeeee ee eeeeeeee eeee eeeeeeee eee eeeeeeeeee ee eeeeeeeeeeeeeee.[‌88‌,‌88‌‌88‌] Mee eeeeeeee ee eeeeeeeee eee eee e eeeeeee eeeeee.[‌88‌,‌88‌] Meeeeeeeeeee ee eeeeeeee ee eeeeeeeeee eeee ee [8-(eeeeeeeeeee)eeeeee]eeeeeeeeeeeeeeeeee,[‌88‌] {[eeeeeeee(8-eeeeeee)eeeee]eeeeee}eeeeeeeeeeeeeeeeee,[‌88‌] eee eeeeeeeeeee eeeeeeeeeee[‌88‌‌88‌] eeeeeeeeeee eee eeeeeeeee eeeeeeee ee eeeeee eeeeee ee Meeeee eeeeeeee eeeeeeeee.

Me eeeeeeeee eeeeeeeee eee eeee eee eeeeeeee ee eeeeeeee ee eeeeee(M) eeeeee ee eeeee eeeeee(M) eeeee (“eeeeee eeeeee”) eeeeeeeeeeeee eeeeeeeeeee eee eeeeeeeee eeeeeeeee ee Me(M)8 eeeeeeeee.[‌88‌,‌88‌,‌88‌‌88‌] M eee eeeeeeee ee eeeee eeeee eee eee Meeeee eeeeeeee eeeee ee eeee eeeeeee eee eeee eeeeeeeee eeeee eeee eeeeee(M) eeeeee eee eeeeee eeeeeeee ee eeeeeeeee.[‌88‌] M eeeeeeee eeeeeeeeee eeeeeeeee ee eeeeeeeeeeee eeeeeeeeee ee eeeeeeeee ee Meeeeee 8.8.8.8.8.

Meeeeeee eeeeeeee ee eee eeeee ee eee Meeeee eeeeeeee[‌8‌,‌8‌,‌88‌] eee e eeeeeeee eeeeeeeeee ee eeeeeeeeee eeeeeeee ee eee eeee eeeee ee Meeeee eeeeeeee eeeeeeeee eeee eeee eeeeeeeee.[‌88‌] Meeeeeeee, eeee eeeeeee eeee eeeee eeee ee eee eeee eeeeeeeee eeeeee eeeeeeeeeeeeee eeeeeeeeeeeee eee eeeeeeeeeeee ee eeeee eeeeeeeee. Me eeeeee ee eeeeeeeeeee eeeeeee ee eeee eeeeeeee.

References