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Catalytic Asymmetric Addition of Organolithium Reagents to Aldehydes

2016; Wiley; Volume: 2016; Issue: 9 Linguagem: Inglês

10.1002/ejoc.201600104

1434-193X

Marcos Veguillas, Ricard Solà, Luke Shaw, Beatriz Maciá,

Asymmetric Synthesis and Catalysis

Abstract Herein we report an efficient catalytic system for the titanium‐promoted enantioselective addition of organolithium reagents to aldehydes, based on chiral Ar‐BINMOL ligands. Unprecedented yields and enantioselectivities are achieved in the alkylation reactions of aliphatic aldehydes. Remarkably, methyllithium can be added to a wide variety of aromatic and aliphatic aldehydes, providing versatile chiral methyl carbinol units in a simple one‐pot procedure under mild conditions and in very short reaction times.