A highly enantioselective synthesis of chiral allylic alcohols by asymmetric addition of novel mixed reagents of trialkenylbismuthines/dialkylzincs to aldehydes

Itaru Sato; Noriaki Asakura; Taizo Iwashita

doi:10.1016/j.tetasy.2007.10.031

A highly enantioselective synthesis of chiral allylic alcohols by asymmetric addition of novel mixed reagents of trialkenylbismuthines/dialkylzincs to aldehydes

Itaru Sato, Noriaki Asakura, Taizo Iwashita

SCI - Research and Analytical Center for Giant Molecules

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

19 Citations (Scopus)

Abstract

A novel mixture of reagents of trialkenylbismuthines/dialkylzincs was developed and applied toward the synthesis of chiral allylic alcohols. The chiral β-amino alcohols catalyzed addition of the mixed reagents of trialkenylbismuthines/dialkylzincs to aldehydes gave enantiomerically enriched allylic alcohols with up to 97% ee.

Original language	English
Pages (from-to)	2638-2642
Number of pages	5
Journal	Tetrahedron Asymmetry
Volume	18
Issue number	22
DOIs	https://doi.org/10.1016/j.tetasy.2007.10.031
Publication status	Published - 2007 Nov 12

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/j.tetasy.2007.10.031

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title = "A highly enantioselective synthesis of chiral allylic alcohols by asymmetric addition of novel mixed reagents of trialkenylbismuthines/dialkylzincs to aldehydes",

abstract = "A novel mixture of reagents of trialkenylbismuthines/dialkylzincs was developed and applied toward the synthesis of chiral allylic alcohols. The chiral β-amino alcohols catalyzed addition of the mixed reagents of trialkenylbismuthines/dialkylzincs to aldehydes gave enantiomerically enriched allylic alcohols with up to 97% ee.",

author = "Itaru Sato and Noriaki Asakura and Taizo Iwashita",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Sports, Culture, Science and Technology and Kaneko-Narita grant from the Protein Research Foundation.",

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doi = "10.1016/j.tetasy.2007.10.031",

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T1 - A highly enantioselective synthesis of chiral allylic alcohols by asymmetric addition of novel mixed reagents of trialkenylbismuthines/dialkylzincs to aldehydes

AU - Sato, Itaru

AU - Asakura, Noriaki

AU - Iwashita, Taizo

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Sports, Culture, Science and Technology and Kaneko-Narita grant from the Protein Research Foundation.

PY - 2007/11/12

Y1 - 2007/11/12

N2 - A novel mixture of reagents of trialkenylbismuthines/dialkylzincs was developed and applied toward the synthesis of chiral allylic alcohols. The chiral β-amino alcohols catalyzed addition of the mixed reagents of trialkenylbismuthines/dialkylzincs to aldehydes gave enantiomerically enriched allylic alcohols with up to 97% ee.

AB - A novel mixture of reagents of trialkenylbismuthines/dialkylzincs was developed and applied toward the synthesis of chiral allylic alcohols. The chiral β-amino alcohols catalyzed addition of the mixed reagents of trialkenylbismuthines/dialkylzincs to aldehydes gave enantiomerically enriched allylic alcohols with up to 97% ee.

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DO - 10.1016/j.tetasy.2007.10.031

M3 - Article

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VL - 18

SP - 2638

EP - 2642

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

SN - 0957-4166

IS - 22

ER -

A highly enantioselective synthesis of chiral allylic alcohols by asymmetric addition of novel mixed reagents of trialkenylbismuthines/dialkylzincs to aldehydes

Abstract

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