Journal
TETRAHEDRON LETTERS
Volume 52, Issue 17, Pages 2115-2116Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.11.001
Keywords
Vinyl iodide; Solvent effect; Anchimeric assistance; Polypropionate; Iododesilylation
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Funding
- Army Breast Cancer Initiative [BC 051816]
- National Institutes of Health [GM 74776]
- National Science Foundation [CHE-0131146]
- National Institutes of Health (Institute of General Medical Sciences) [GM-29028]
- Uehara Memorial Foundation
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Iododesilylation of trisubstituted (Z)-silyl olefins proceeds with retention of geometry in hexafluoroisopropanol (HFIP) but, for unhindered cases, with inversion of geometry in DMSO. When an acyloxy substituent is positioned to participate in the reaction, the protocol consistently leads to inversion of geometry. (C) 2010 Published by Elsevier Ltd.
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