Tetrahedron

Addition of 2-tert-butyldimethylsilyloxythiophene to activated quinones: an approach to thia analogues of kalafungin

MA Brimble, O Laita, JE Robinson

Index: Brimble, Margaret A.; Laita, Olivia; Robinson, James E. Tetrahedron, 2006 , vol. 62, # 13 p. 3021 - 3027

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Citation Number: 17

Abstract

The uncatalyzed reaction of 2-tert-butyldimethylsilyloxythiophene with 1, 4-quinones bearing either an electron withdrawing acetyl or a carbomethoxy group at C-2, was investigated. No reaction was observed using 1, 4-quinones and bearing an ester group at C-2 whereas use of 1, 4-quinones and bearing an acetyl group at C-2 only provided low yields of the silyloxythiophenes and resulting from electrophilic substitution of the silyloxythiophene by ...