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C–C bond formation via 1,2-addition of a tert-butylzinc reagent and carbonyls across conjugated dienes†
Yuki Ohira,Maya Hayashi,Takamichi Mori,Gen Onodera,Masanari Kimura
New Journal of Chemistry Pub Date : 11/19/2013 00:00:00 , DOI:10.1039/C3NJ00992K
Abstract

A mixture of t-butylzinc halide and an aldehyde reacts with conjugated dienes to provide 2-neopentyl homoallyl alcohols in high yields by 1,2-addition. Without the aldehyde, under carbon dioxide atmospheric pressure, the three components of t-butylzinc halide, butadiene, and carbon dioxide combine in a 1 : 1 : 1 ratio to give 2-neopentyl-3-butenoic acid in excellent yield.

Graphical abstract: C–C bond formation via 1,2-addition of a tert-butylzinc reagent and carbonyls across conjugated dienes
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