Regio- and stereoselective hydroamidation of 1-alkynylphosphine sulfides catalyzed by cesium base

Azusa Kondoh; Hideki Yorimitsu; Koichiro Oshima

doi:10.1021/ol8010979

Regio- and stereoselective hydroamidation of 1-alkynylphosphine sulfides catalyzed by cesium base

Azusa Kondoh, Hideki Yorimitsu, Koichiro Oshima

Research output: Contribution to journal › Article › peer-review

17 Citations (Scopus)

Abstract

(Chemical Equation Presented) Regio- and stereoselective hydroamidation of 1-alkynylphosphine sulfides proceeds in the presence of cesium carbonate to provide (E)-2-amino-1-thiophosphinyl-1-alkenes. Asymmetric hydrogenation of the adducts catalyzed by an iridium complex followed by desulfidation yields 2-amino-1-phosphinoalkanes, which offers a new approach to chiral N,P-ligands that will potentially serve as ligands in asymmetric reactions.

Original language	English
Pages (from-to)	3093-3095
Number of pages	3
Journal	Organic letters
Volume	10
Issue number	14
DOIs	https://doi.org/10.1021/ol8010979
Publication status	Published - 2008 Dec 1
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry
Physical and Theoretical Chemistry
Biochemistry

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10.1021/ol8010979

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abstract = "(Chemical Equation Presented) Regio- and stereoselective hydroamidation of 1-alkynylphosphine sulfides proceeds in the presence of cesium carbonate to provide (E)-2-amino-1-thiophosphinyl-1-alkenes. Asymmetric hydrogenation of the adducts catalyzed by an iridium complex followed by desulfidation yields 2-amino-1-phosphinoalkanes, which offers a new approach to chiral N,P-ligands that will potentially serve as ligands in asymmetric reactions.",

author = "Azusa Kondoh and Hideki Yorimitsu and Koichiro Oshima",

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AU - Kondoh, Azusa

AU - Yorimitsu, Hideki

AU - Oshima, Koichiro

PY - 2008/12/1

Y1 - 2008/12/1

N2 - (Chemical Equation Presented) Regio- and stereoselective hydroamidation of 1-alkynylphosphine sulfides proceeds in the presence of cesium carbonate to provide (E)-2-amino-1-thiophosphinyl-1-alkenes. Asymmetric hydrogenation of the adducts catalyzed by an iridium complex followed by desulfidation yields 2-amino-1-phosphinoalkanes, which offers a new approach to chiral N,P-ligands that will potentially serve as ligands in asymmetric reactions.

AB - (Chemical Equation Presented) Regio- and stereoselective hydroamidation of 1-alkynylphosphine sulfides proceeds in the presence of cesium carbonate to provide (E)-2-amino-1-thiophosphinyl-1-alkenes. Asymmetric hydrogenation of the adducts catalyzed by an iridium complex followed by desulfidation yields 2-amino-1-phosphinoalkanes, which offers a new approach to chiral N,P-ligands that will potentially serve as ligands in asymmetric reactions.

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Regio- and stereoselective hydroamidation of 1-alkynylphosphine sulfides catalyzed by cesium base

Abstract

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