Chemical & Pharmaceutical Bulletin 2009-10-01

Asymmetric Rh-catalyzed intermolecular hydroacylation of 1,5-hexadiene with salicylaldehyde.

Yasuhiro Inui, Masakazu Tanaka, Masanori Imai, Keitaro Tanaka, Hiroshi Suemune

Index: Chem. Pharm. Bull. 57(10) , 1158-60, (2009)

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Abstract

Asymmetric intermolecular hydroacylation between salicylaldehyde (1) and 1,5-hexadiene (2) using a combination of [RhCl(C(8)H(14))(2)](2) (0.10 eq), (S)-BINAP (0.10 eq), and ZnBr(2) (0.20 eq) afforded an enantiomerically enriched hydroacylated product iso-3 of 84% ee, along with an achiral product normal-3.