Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols

Kazuhiko Takai; Shuji Sakamoto; Takahiko Isshiki

doi:10.1021/ol0272996

Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols

Kazuhiko Takai, Shuji Sakamoto, Takahiko Isshiki

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

75 Citations (Scopus)

Abstract

(Matrix presented) Treatment of a mixture of a terminal alkyne and an aldehyde with CrCl₂ and a catalytic amount of NiCl₂ and triphenylphosphine in the pre of water in DMF at 25°C gives a 1,2-disubstituted allylic alcohol regioselectively.

Original language	English
Pages (from-to)	653-655
Number of pages	3
Journal	Organic Letters
Volume	5
Issue number	5
DOIs	https://doi.org/10.1021/ol0272996
Publication status	Published - Mar 6 2003

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0272996

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title = "Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols",

abstract = "(Matrix presented) Treatment of a mixture of a terminal alkyne and an aldehyde with CrCl2 and a catalytic amount of NiCl2 and triphenylphosphine in the pre of water in DMF at 25°C gives a 1,2-disubstituted allylic alcohol regioselectively.",

author = "Kazuhiko Takai and Shuji Sakamoto and Takahiko Isshiki",

year = "2003",

month = mar,

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doi = "10.1021/ol0272996",

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journal = "Organic Letters",

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T1 - Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols

AU - Takai, Kazuhiko

AU - Sakamoto, Shuji

AU - Isshiki, Takahiko

PY - 2003/3/6

Y1 - 2003/3/6

N2 - (Matrix presented) Treatment of a mixture of a terminal alkyne and an aldehyde with CrCl2 and a catalytic amount of NiCl2 and triphenylphosphine in the pre of water in DMF at 25°C gives a 1,2-disubstituted allylic alcohol regioselectively.

AB - (Matrix presented) Treatment of a mixture of a terminal alkyne and an aldehyde with CrCl2 and a catalytic amount of NiCl2 and triphenylphosphine in the pre of water in DMF at 25°C gives a 1,2-disubstituted allylic alcohol regioselectively.

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DO - 10.1021/ol0272996

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C2 - 12605482

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SP - 653

EP - 655

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 5

ER -

Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols

Abstract

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