Stereoselective synthesis of functionalised triol units by SnCl4 promoted allylation of alpha-benzyloxyaldehydes: crucial role of the stoichiometry of the Lewis acid
(2004) Tetrahedron — Vol. 60, n° 35, p. 7693-7704 (2004)
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- Enantiomerically pure syn-anti and syn-syn configured triol units are efficiently synthesized by the SnCl4 mediated allylation of chiral alpha-benzyloxyaldehydes with the uniquely functionalised allylstannane 9. Remarkably, the stereochemistry of the adducts is solely governed by the amount of Lewis acid employed. (C) 2004 Elsevier Ltd. All rights reserved.
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Dubost, C., Declercq, J.-P., Leroy, B., Marko, I., Tinant, B., & Bryans, J. (2004). Stereoselective synthesis of functionalised triol units by SnCl4 promoted allylation of alpha-benzyloxyaldehydes: crucial role of the stoichiometry of the Lewis acid. Tetrahedron, 60(35), 7693-7704. https://doi.org/10.1016/j.tet.2004.06.084 (Original work published 2004)