Stereoselective synthesis of bicyclic tertiary alcohols with quaternary stereocenters via intramolecular crossed benzoin reactions catalyzed by n-heterocyclic carbenes

Tadashi Ema; Yoshitaka Oue; Kumiko Akihara; Yuki Miyazaki; Takashi Sakai

doi:10.1021/ol9019293

Stereoselective synthesis of bicyclic tertiary alcohols with quaternary stereocenters via intramolecular crossed benzoin reactions catalyzed by n-heterocyclic carbenes

Tadashi Ema, Yoshitaka Oue, Kumiko Akihara, Yuki Miyazaki, Takashi Sakai

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

78 Citations (Scopus)

Abstract

Bicyclic tertiary alcohols 1 bearing quaternary stereocenters at the two adjacent bridgehead positions were synthesized with high stereoselectivity via the intramolecular crossed benzoin reactions catalyzed by NHC organocatalysts.

Original language	English
Pages (from-to)	4866-4869
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	21
DOIs	https://doi.org/10.1021/ol9019293
Publication status	Published - Nov 5 2009

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol9019293

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title = "Stereoselective synthesis of bicyclic tertiary alcohols with quaternary stereocenters via intramolecular crossed benzoin reactions catalyzed by n-heterocyclic carbenes",

abstract = "Bicyclic tertiary alcohols 1 bearing quaternary stereocenters at the two adjacent bridgehead positions were synthesized with high stereoselectivity via the intramolecular crossed benzoin reactions catalyzed by NHC organocatalysts.",

author = "Tadashi Ema and Yoshitaka Oue and Kumiko Akihara and Yuki Miyazaki and Takashi Sakai",

year = "2009",

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doi = "10.1021/ol9019293",

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journal = "Organic Letters",

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T1 - Stereoselective synthesis of bicyclic tertiary alcohols with quaternary stereocenters via intramolecular crossed benzoin reactions catalyzed by n-heterocyclic carbenes

AU - Ema, Tadashi

AU - Oue, Yoshitaka

AU - Akihara, Kumiko

AU - Miyazaki, Yuki

AU - Sakai, Takashi

PY - 2009/11/5

Y1 - 2009/11/5

N2 - Bicyclic tertiary alcohols 1 bearing quaternary stereocenters at the two adjacent bridgehead positions were synthesized with high stereoselectivity via the intramolecular crossed benzoin reactions catalyzed by NHC organocatalysts.

AB - Bicyclic tertiary alcohols 1 bearing quaternary stereocenters at the two adjacent bridgehead positions were synthesized with high stereoselectivity via the intramolecular crossed benzoin reactions catalyzed by NHC organocatalysts.

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U2 - 10.1021/ol9019293

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AN - SCOPUS:70350625355

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JO - Organic Letters

JF - Organic Letters

IS - 21

ER -

Stereoselective synthesis of bicyclic tertiary alcohols with quaternary stereocenters via intramolecular crossed benzoin reactions catalyzed by n-heterocyclic carbenes

Abstract

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