TRANSFORMATION OF ALKYL N-(VINYLOXY)BENZIMIDATES TO ALKYLOXAZOLES - MECHANISM AND EXTENSION
TRANSFORMATION OF ALKYL N-(VINYLOXY)BENZIMIDATES TO ALKYLOXAZOLES - MECHANISM AND EXTENSION
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DOI:
10.1246/bcsj.67.2219
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发表时间:
1994-08-01
影响因子:
4
通讯作者:
TOGO, H
中科院分区:
文献类型:
--
作者:
YOKOYAMA, M;MENJO, Y;TOGO, H
Transformation of alkyl N-(vinyloxy)benzimidates to alkyloxazoles proceeds through the intermediates: a charge-separated 1,2-oxazetidine derivative and then 1-hydroxy-2-[[methylthio(phenyl)methylene]imino]maleic acid diester, while their photochemical transformation takes place via a concerted [1,3] sigmatropic shift. As the extension of this reaction, the preparation of the precursor proposed for virginiamycin M2 synthesis and the reaction of N-analogs of alkyl N-(vinyloxy)benzimidates are described.