DIRECT SYNTHESIS OF CARBOXYLIC-ACIDS FROM ORGANOBORANES

被引：14

作者：

HARA, S

KISHIMURA, K

SUZUKI, A

DHILLON, RS

机构：

[1] HOKKAIDO UNIV,FAC ENGN,DEPT APPL CHEM,SAPPORO,HOKKAIDO 060,JAPAN

[2] PUNJAB AGR UNIV,DEPT CHEM,LUDHIANA 141004,PUNJAB,INDIA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 26期

关键词：

D O I：

10.1021/jo00313a023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Direct synthesis of carboxylic acids through a two carbon atom homologation from organoboranes has been achieved, by the reaction with the dianion of phenoxyacetic acid. It is now possible to synthesize alkanoic, alkenoic, or alkynoic acids, from the corresponding alkenes, dienes, or enynes, respectively, via hydroboration. The reaction is tolerant of various functional groups present in alkenes, thus giving the corresponding carboxylic acids with chloro, sulfide, ether, acetal, and thioacetal functionalities in good yields.

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页码：6356 / 6360

页数：5

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