Tetrahedron letters

Rearrangement of α-acyloxyacetates into 2-hydroxy-3-ketoesters

SD Lee, TH Chan, KS Kwon

Index: Lee, S. D.; Chan, T. H.; Kwon, K. S. Tetrahedron Letters, 1984 , vol. 25, # 32 p. 3399 - 3402

Full Text: HTML

Citation Number: 47

Abstract

... REARRANGEMENT OF CYLOXYACETATES INTO 2-HYDROXY-KETOESTERS SD Lee, TH Chan* and KS Kwon Department of Chemistry McGill University, Montreal, Quebec Canada, H3A 2K6. ... to be as follows: R~ ~ ~ ~ )Et R~(~LOE~ ~ HRL~#.~JLOE~ The overall result of scheme 1 is equivalent to the acylation of the carbanion of ... LDA/02Ac2O 5C 59% ~.~L~/%~(OEt LDA/0H~ LDA/OTMSC1 2d - 3d 65% 62% id LDA/0lAc2O 4d 65% LDA/02Ac2O Sd 62% le ...