Issue 12, 2001

Reactions of coordinated geminal dichromium reagents with aldehydes: stereoselective formation of (Z)-2-chloroalk-2-en-1-olsElectronic supplementary information (ESI) available: experimental procedure. See http://www.rsc.org/suppdata/cc/b1/b102387j/Dedicated to Professor Jean F. Normant on the occasion of his 65th birthday.

Abstract

Treatment of a carbonate ester of 2,2,2-trichloroethanol derivative with CrCl2–DMF in THF gives a β-carbonate-coordinated geminal dichromium species, which adds to an aldehyde and eliminates an acyloxychromium group to afford a (Z)-2-chloroalk-2-en-1-ol stereoselectively.

Supplementary files

Article information

Article type
Communication
Submitted
13 Mar 2001
Accepted
08 May 2001
First published
31 May 2001

Chem. Commun., 2001, 1128-1129

Reactions of coordinated geminal dichromium reagents with aldehydes: stereoselective formation of (Z)-2-chloroalk-2-en-1-ols

K. Takai, R. Kokumai and T. Nobunaka, Chem. Commun., 2001, 1128 DOI: 10.1039/B102387J

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