The Journal of Organic Chemistry

Trimethylsilylketene. Acylation and olefination reactions

RA Ruden

Index: Ruden,R.A. Journal of Organic Chemistry, 1974 , vol. 39, p. 3607 - 3608

Full Text: HTML

Citation Number: 79

Abstract

1 ord its use as a potent acylating agent for hindered amines and tertiary alcohols3 and for the preparation of trimethylsilyl-substituted allenes and acetylenes. TMS-ketene reacts almost instantly in carbon tetrachloride with hindered amines such as diisopropyl-and isopropylcyclohexylaniine to produce the amide in essentially quantitative yield (eq a), the work-up consisting merely of