Design and synthesis of new chiral phosphorus–olefin bidentate ligands and their use in the rhodium-catalyzed asymmetric addition of organoboroxines to N-sulfonyl imines

Ryo Shintani; Rintaro Narui; Yosuke Tsutsumi; Sayuri Hayashi; Tamio Hayashi

doi:10.1039/C1CC11823D

Design and synthesis of new chiral phosphorus–olefin bidentate ligands and their use in the rhodium-catalyzed asymmetric addition of organoboroxines to N-sulfonyl imines

Ryo Shintani,*^a Rintaro Narui,^a Yosuke Tsutsumi,^a Sayuri Hayashi^a and Tamio Hayashi*^a

* Corresponding authors

^a Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan
E-mail: shintani@kuchem.kyoto-u.ac.jp, thayashi@kuchem.kyoto-u.ac.jp
Fax: +81-75-753-3988
Tel: +81-75-753-3983

Abstract

Novel chiral phosphorus–olefin bidentate ligands have been synthesized in a few steps from a readily available enantiopure compound. These ligands have been applied to a rhodium-catalyzed asymmetric addition of organoboroxines to N-sulfonyl aldimines, achieving high yield and enantioselectivity.

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Publication details

The article was received on 31 Mar 2011, accepted on 12 Apr 2011 and first published on 03 May 2011

Article type: Communication

DOI: 10.1039/C1CC11823D

Citation: Chem. Commun., 2011,47, 6123-6125

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Design and synthesis of new chiral phosphorus–olefin bidentate ligands and their use in the rhodium-catalyzed asymmetric addition of organoboroxines to N-sulfonyl imines

R. Shintani, R. Narui, Y. Tsutsumi, S. Hayashi and T. Hayashi, Chem. Commun., 2011, 47, 6123
DOI: 10.1039/C1CC11823D
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Chemical Communications

Design and synthesis of new chiral phosphorus–olefin bidentate ligands and their use in the rhodium-catalyzed asymmetric addition of organoboroxines to N-sulfonyl imines

Abstract

Supplementary files

Publication details

Design and synthesis of new chiral phosphorus–olefin bidentate ligands and their use in the rhodium-catalyzed asymmetric addition of organoboroxines to N-sulfonyl imines

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