Asymmetric Rh-Catalyzed Intermolecular Hydroacylation of 1,5-Hexadiene with Salicylaldehyde

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

doi:10.1248/cpb.57.1158

Notes

Asymmetric Rh-Catalyzed Intermolecular Hydroacylation of 1,5-Hexadiene with Salicylaldehyde

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

Author information

Keywords: rhodium, intermolecular hydroacylation, chelation, enantioselective reaction

JOURNAL FREE ACCESS

2009 Volume 57 Issue 10 Pages 1158-1160

DOI https://doi.org/10.1248/cpb.57.1158

Details

Abstract

Asymmetric intermolecular hydroacylation between salicylaldehyde (1) and 1,5-hexadiene (2) using a combination of [RhCl(C₈H₁₄)₂]₂ (0.10 eq), (S)-BINAP (0.10 eq), and ZnBr₂ (0.20 eq) afforded an enantiomerically enriched hydroacylated product iso-3 of 84% ee, along with an achiral product normal-3.

Corresponding author

Register with J-STAGE for free!