R3Al−R‘3SiOTf:  Novel and Powerful Reagent System for Stereospecific Alkylation−Silylation Reactions of Epoxides

Ponnusamy Shanmugam and Masaaki Miyashita*
Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan
Org. Lett., 2003, 5 (18), pp 3265–3268
DOI: 10.1021/ol035075x
Publication Date (Web): August 9, 2003
Copyright © 2003 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, miyasita@sci.hokudai.ac.jp

Abstract

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A novel and powerful reagent system R3Al−R‘3SiOTf for the one-pot alkylation−silylation reaction of epoxides was discovered, and the reactions of various epoxides with the new reagent system have been demonstrated to occur stereospecifically giving rise to the corresponding alkylation−silylation products in excellent yields.

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History

  • Published In Issue September 04, 2003
  • Received June 13, 2003

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