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The Asymmetric Horner–Wadsworth–Emmons Reaction Mediated by An External Chiral Ligand

✍ Scribed by Masashi Mizuno; Kunihiko Fujii; Kiyoshi Tomioka

Publisher
John Wiley and Sons
Year
1998
Tongue
English
Weight
71 KB
Volume
37
Category
Article
ISSN
0044-8249

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✦ Synopsis

The astonishingly simple chiral ligand 1 was used in the first asymmetric variant of the Horner-Wadsworth-Emmons reaction. The products of olefination of 4-substituted cyclohexanones with lithium phosphanates arise via the resulting hydroxyphosphonates, which are present in high enantiomeric excess (see scheme below). R=aryl, vinyl; R'=Me, tBu, Ph.

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