The Journal of Organic Chemistry

tert-Butyl [[2-(trimethylsilyl) ethyl] sulfonyl] carbamate: a new reagent for use in Mitsunobu reactions

JA Campbell, DJ Hart

文献索引：Campbell, Jeffrey A.; Hart, David J. Journal of Organic Chemistry, 1993 , vol. 58, # 10 p. 2900 - 2903

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被引用次数: 62

摘要

As part of an approach to the manzamine family of alkaloids, we needed to convert alcohol 1 into a protected primary amine that could serve as a precursor to either a carbamate or a sulfonamide that could be easily deb1ocked. l On the basis of the studies reported by Weinreb, it appeared that a Mitsunobu reaction using N-acyl sulfonamide 2 might accomplish this objective." In fact, treatment of 1 with 2 gave 3 (86%) which was used to