Highly Stereoselective Prins Cyclization of (Z)- and (E)-γ-Brominated Homoallylic Alcohols to 2,4,5,6-Tetrasubstituted Tetrahydropyrans

Feng Liu and Teck-Peng Loh*
Division of Chemistry and Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637616
Org. Lett., 2007, 9 (11), pp 2063–2066
DOI: 10.1021/ol070506n
Publication Date (Web): April 26, 2007
Copyright © 2007 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.

, teckpeng@ntu.edu.sg

Abstract

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An efficient method has been developed to construct 2,6-cis-4,5-dibromo-tetrasubstituted tetrahydropyran (THP) rings with well-controlled stereochemistry in moderate to high yields.

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History

  • Published In Issue May 24, 2007
  • Received February 28, 2007

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