Reactivity of phosphonium diylids with esters and amides
The phosphonium diylid (C 6H 5) 2P(CH 2)(CH 2Li) reacts readily with various esters and amides to give acylated phosphonium salts and Wittig products. In the case of N, N-dimethylbenzamide the reaction can be directed mainly to the Wittig products by protonation. Depending on the nature of the carbo...
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Published in | Journal of organometallic chemistry Vol. 352; no. 3; pp. C51 - C53 |
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Main Authors | , |
Format | Journal Article |
Language | English |
Published |
Lausanne
Elsevier B.V
13.09.1988
Elsevier Science |
Subjects | |
Online Access | Get full text |
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Summary: | The phosphonium diylid (C
6H
5)
2P(CH
2)(CH
2Li) reacts readily with various esters and amides to give acylated phosphonium salts and Wittig products. In the case of
N,
N-dimethylbenzamide the reaction can be directed mainly to the Wittig products by protonation. Depending on the nature of the carbonyl group, unexpected reactions, such as conjugate additions to α,β-unsaturated compounds or enolization of α-hydrogenated amides, can also take place. |
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ISSN: | 0022-328X 1872-8561 |
DOI: | 10.1016/0022-328X(88)83132-2 |