The Journal of Organic Chemistry

Epoxide opening with tert-butyldimethylsilyl cyanide-zinc iodide. Evidence for a stepwise process in the opening of a sterically hindered epoxide

PG Gassman, LM Haberman

Index: Gassman, Paul G.; Haberman, Leonard M. Journal of Organic Chemistry, 1986 , vol. 51, # 25 p. 5010 - 5013

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Citation Number: 25

Abstract

Recently, we have described the opening of oxiranes (epoxides) 2 and oxetanes3 with trimethylsilyl cyanid-inc iodide to produce high yields of 1 and 2, respectively. Because of the ease with which 1 could be converted into B-amino alcohols 3, and 2 could serve as a source of y-

~62%

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