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Issue 1, 2014
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C–C bond formation via 1,2-addition of a tert-butylzinc reagent and carbonyls across conjugated dienes

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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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Supplementary files

Article information


Submitted
24 Aug 2013
Accepted
30 Oct 2013
First published
19 Nov 2013

New J. Chem., 2014,38, 330-337
Article type
Paper

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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