Organic & biomolecular chemistry

Convergent synthesis of conjugated 1, 2-disubstituted E-allylic alcohols from two aldehydes and methylenetriphenylphosphorane

DM Hodgson, RSD Persaud

Index: Hodgson, David M.; Persaud, Rosanne S. D. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 39 p. 7949 - 7951

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Abstract

β-Lithiooxyphosphonium ylides, made in situ from an aldehyde and methylenetriphenylphosphorane, react with a second aldehyde to form E-allylic alcohols. α- Branching and α, β-unsaturation in the second aldehyde, together with the lack of further substitution on the phosphorane carbon play important roles in selectivity. A range of these aldehydes, in addition to aromatic aldehydes as the second aldehyde also provided ...