Issue 1, 2014

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

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

Supplementary files

Article information

Article type
Paper
Submitted
24 Aug 2013
Accepted
30 Oct 2013
First published
19 Nov 2013

New J. Chem., 2014,38, 330-337

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

Y. Ohira, M. Hayashi, T. Mori, G. Onodera and M. Kimura, New J. Chem., 2014, 38, 330 DOI: 10.1039/C3NJ00992K

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