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The Asymmetric Horner-Wadsworth-Emmons Reaction Mediated by An External Chiral Ligand
Masashi Mizuno1, Kunihiko Fujii1, Kiyoshi Tomioka1
1Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-01 (Japan), Fax: (+81) 75-753-4604.
Abstract:
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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