Organocatalytic Enantioselective Addition of Thiols to Ketimines Derived from Isatins

Shuichi Nakamura; Shun Takahashi; Daisuke Nakane; Hideki Masuda

doi:10.1021/ol503309s

Organocatalytic Enantioselective Addition of Thiols to Ketimines Derived from Isatins

Shuichi Nakamura, Shun Takahashi, Daisuke Nakane, Hideki Masuda

Department of Chemistry

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

80 Citations (Scopus)

Abstract

The first catalytic enantioselective addition of thiols to ketimines derived from isatins has been developed. Excellent yields and enantioselectivities were observed for the reaction of various ketimines and thiols using a cinchona alkaloid sulfonamide catalyst. Both enantiomers of products could be obtained by using pseudoenantiomeric chiral catalysts. (Chemical Equation).

Original language	English
Pages (from-to)	106-109
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	1
DOIs	https://doi.org/10.1021/ol503309s
Publication status	Published - 2 Jan 2015

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title = "Organocatalytic Enantioselective Addition of Thiols to Ketimines Derived from Isatins",

abstract = "The first catalytic enantioselective addition of thiols to ketimines derived from isatins has been developed. Excellent yields and enantioselectivities were observed for the reaction of various ketimines and thiols using a cinchona alkaloid sulfonamide catalyst. Both enantiomers of products could be obtained by using pseudoenantiomeric chiral catalysts. (Chemical Equation).",

author = "Shuichi Nakamura and Shun Takahashi and Daisuke Nakane and Hideki Masuda",

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AU - Nakamura, Shuichi

AU - Takahashi, Shun

AU - Nakane, Daisuke

AU - Masuda, Hideki

PY - 2015/1/2

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AB - The first catalytic enantioselective addition of thiols to ketimines derived from isatins has been developed. Excellent yields and enantioselectivities were observed for the reaction of various ketimines and thiols using a cinchona alkaloid sulfonamide catalyst. Both enantiomers of products could be obtained by using pseudoenantiomeric chiral catalysts. (Chemical Equation).

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Organocatalytic Enantioselective Addition of Thiols to Ketimines Derived from Isatins

Abstract

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