Premium
Tandem Silylformylation/Wittig Olefination of Terminal Alkynes: Stereoselective Synthesis of 2,4‐Dienoic Esters
Author(s) -
Eilbracht Peter,
Hollmann Christoph,
Schmidt Axel M.,
Bärfacker Lars
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200004)2000:7<1131::aid-ejoc1131>3.0.co;2-1
Subject(s) - stereoselectivity , chemistry , wittig reaction , tandem , cycloaddition , rhodium , organic chemistry , stereochemistry , catalysis , materials science , composite material
The rhodium(I)‐catalysed sequential silylformylation/Wittig olefination of terminal alkynes with hydrosilanes and carbon monoxide in the presence of stabilised P ‐ylides leads to substituted 2,4‐dienoic esters in a one‐pot procedure. The α,β,γ,δ‐unsaturated esters are generated with high (2 E ,4 Z ) stereoselectivity in good to excellent yields. Conversions of the products in [2+1] cycloaddition reactions are presented.