Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides

Itaru Nakamura; Takuma Sato; Masahiro Terada; Yoshinori Yamamoto

doi:10.1021/ol8007556

Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides

Itaru Nakamura, Takuma Sato, Masahiro Terada, Yoshinori Yamamoto

Tohoku University

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

117 Citations (Scopus)

Abstract

(Chemical Equation Presented) Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides 1 proceeded with retention of the configuration at the 1-arylethyl group. This result suggests that the [1,3] migration of 1-arylethyl group proceeds through formation of the contact ion pair B followed by C-C bond formation.

Original language	English
Pages (from-to)	2649-2651
Number of pages	3
Journal	Organic Letters
Volume	10
Issue number	13
DOIs	https://doi.org/10.1021/ol8007556
Publication status	Published - 2008

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abstract = "(Chemical Equation Presented) Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides 1 proceeded with retention of the configuration at the 1-arylethyl group. This result suggests that the [1,3] migration of 1-arylethyl group proceeds through formation of the contact ion pair B followed by C-C bond formation.",

author = "Itaru Nakamura and Takuma Sato and Masahiro Terada and Yoshinori Yamamoto",

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AU - Nakamura, Itaru

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AU - Terada, Masahiro

AU - Yamamoto, Yoshinori

PY - 2008

Y1 - 2008

N2 - (Chemical Equation Presented) Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides 1 proceeded with retention of the configuration at the 1-arylethyl group. This result suggests that the [1,3] migration of 1-arylethyl group proceeds through formation of the contact ion pair B followed by C-C bond formation.

AB - (Chemical Equation Presented) Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides 1 proceeded with retention of the configuration at the 1-arylethyl group. This result suggests that the [1,3] migration of 1-arylethyl group proceeds through formation of the contact ion pair B followed by C-C bond formation.

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Chirality transfer in gold-catalyzed carbothiolation of o-alkynylphenyl 1-arylethyl sulfides

Abstract

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