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

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

Chemical & pharmaceutical bulletin (2009-10-06)
Yasuhiro Inui, Masakazu Tanaka, Masanori Imai, Keitaro Tanaka, Hiroshi Suemune
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Zinc bromide, 99.999% trace metals basis
Sigma-Aldrich
Zinc bromide, AnhydroBeads, −10 mesh, 99.999% trace metals basis