Enantioselective Scandium-Catalyzed Vinylsilane Additions: A New Approach to the Synthesis of Enantiopure β,γ-Unsaturated α-Hydroxy Acid Derivatives
- 1 August 2006
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 128 (34) , 11034-11035
- https://doi.org/10.1021/ja063878k
Abstract
The development of the Lewis acid-catalyzed alkenylation using trimethylvinylsilanes is described. Both aliphatic and aromatic vinylsilanes were effective nucleophiles at room temperature affording chiral allylic alcohol products in excellent enantioselectivities (97 → 99% ee) and in moderate to good yields (45−99%). Complete retention of vinysilane geometry was observed where applicable.Keywords
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