Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III)

Takashi Ohshima; Yasuhito Nakahara; Junji Ipposhi; Yoshiki Miyamoto; Kazushi Mashima

doi:10.1039/c1cc12760h

Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III)

Takashi Ohshima, Yasuhito Nakahara, Junji Ipposhi, Yoshiki Miyamoto, Kazushi Mashima

Chemo-Pharmaceutical Sciences

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

43 Citations (Scopus)

Abstract

A direct catalytic substitution of various allylic and benzylic alcohols with synthetically useful, but acid-sensitive Boc, Bus, and Dios protected amine nucleophiles, which have not been well utilized for Lewis acid catalysis, with various functionalities (OTBS, OTHP, etc.) was efficiently catalyzed by 1 mol% of Au(iii) under mild conditions.

Original language	English
Pages (from-to)	8322-8324
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	29
DOIs	https://doi.org/10.1039/c1cc12760h
Publication status	Published - Aug 7 2011

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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AU - Nakahara, Yasuhito

AU - Ipposhi, Junji

AU - Miyamoto, Yoshiki

AU - Mashima, Kazushi

PY - 2011/8/7

Y1 - 2011/8/7

N2 - A direct catalytic substitution of various allylic and benzylic alcohols with synthetically useful, but acid-sensitive Boc, Bus, and Dios protected amine nucleophiles, which have not been well utilized for Lewis acid catalysis, with various functionalities (OTBS, OTHP, etc.) was efficiently catalyzed by 1 mol% of Au(iii) under mild conditions.

AB - A direct catalytic substitution of various allylic and benzylic alcohols with synthetically useful, but acid-sensitive Boc, Bus, and Dios protected amine nucleophiles, which have not been well utilized for Lewis acid catalysis, with various functionalities (OTBS, OTHP, etc.) was efficiently catalyzed by 1 mol% of Au(iii) under mild conditions.

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JO - Chemical Communications

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Direct substitution of the hydroxy group with highly functionalized nitrogen nucleophiles catalyzed by Au(III)

Abstract

All Science Journal Classification (ASJC) codes

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