4.14 Reactions using Thioamide and Allylic Cyanide

N. Kumagai

doi:10.1016/B978-0-08-095167-6.00413-4

4.14 Reactions using Thioamide and Allylic Cyanide

N. Kumagai

Research output: Chapter in Book/Report/Conference proceeding › Chapter

2 Citations (Scopus)

Abstract

Catalytic asymmetric carbon-carbon bond-forming reactions in which thioamide and allylic cyanide functionalities play a central role are reviewed. These two functionalities share a characteristic property of a soft Lewis base, which is a key to the chemoselective activation triggering the reaction. Recent advances in cooperative catalysis allow for the implementation of this emerging class of substrates in a series of catalytic asymmetric carbon-carbon bond-forming reactions under proton transfer conditions.

Original language	English
Title of host publication	Synthetic Methods III - Catalytic Methods
Subtitle of host publication	C-C Bond Formation
Publisher	Elsevier Ltd
Pages	293-302
Number of pages	10
Volume	4
ISBN (Print)	9780080951683
DOIs	https://doi.org/10.1016/B978-0-08-095167-6.00413-4
Publication status	Published - 2012 Sep
Externally published	Yes

Keywords

Cooperative catalysis
Hard Brnsted
Soft Lewis acid

ASJC Scopus subject areas

Chemistry(all)

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10.1016/B978-0-08-095167-6.00413-4

Cite this

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abstract = "Catalytic asymmetric carbon-carbon bond-forming reactions in which thioamide and allylic cyanide functionalities play a central role are reviewed. These two functionalities share a characteristic property of a soft Lewis base, which is a key to the chemoselective activation triggering the reaction. Recent advances in cooperative catalysis allow for the implementation of this emerging class of substrates in a series of catalytic asymmetric carbon-carbon bond-forming reactions under proton transfer conditions.",

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N2 - Catalytic asymmetric carbon-carbon bond-forming reactions in which thioamide and allylic cyanide functionalities play a central role are reviewed. These two functionalities share a characteristic property of a soft Lewis base, which is a key to the chemoselective activation triggering the reaction. Recent advances in cooperative catalysis allow for the implementation of this emerging class of substrates in a series of catalytic asymmetric carbon-carbon bond-forming reactions under proton transfer conditions.

AB - Catalytic asymmetric carbon-carbon bond-forming reactions in which thioamide and allylic cyanide functionalities play a central role are reviewed. These two functionalities share a characteristic property of a soft Lewis base, which is a key to the chemoselective activation triggering the reaction. Recent advances in cooperative catalysis allow for the implementation of this emerging class of substrates in a series of catalytic asymmetric carbon-carbon bond-forming reactions under proton transfer conditions.

KW - Cooperative catalysis

KW - Hard Brnsted

KW - Soft Lewis acid

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M3 - Chapter

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EP - 302

BT - Synthetic Methods III - Catalytic Methods

PB - Elsevier Ltd

ER -

4.14 Reactions using Thioamide and Allylic Cyanide

Abstract

Keywords

ASJC Scopus subject areas

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