Tetrahedron

Stepwise controlled reduction of α-Oxoketene dithioacetals with Zn/ZnCl 2-TMEDA in ethanol

KM Yadav, JR Suresh, B Patro, H Ila, H Junjappa

Index: Yadav, K. Mallik; Suresh, Joghee R.; Patro, Balaram; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar Tetrahedron, 1996 , vol. 52, # 13 p. 4679 - 4686

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Citation Number: 9

Abstract

α-Oxoketene dithioacetals 1 are shown to undergo highly selective conjugate reduction with Zn/ZnCl2-TMEDA in refluxing ethanol under controlled reaction conditions to afford β- methylthiomethylene ketones 6, β-methylthioketones 7 and the completely desulphurized α- methylketones 8 in sequential manner.

~56%

~59%

~54%

~56%

~85%

~80%

~84%

~64%

~49%

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