Formal hydrochromination of alkynes under nickel catalysis. Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols

Kazuhiko Takai; Shuji Sakamoto; Takahiko Isshiki; Tatsuya Kokumai

doi:10.1016/j.tet.2006.04.105

Formal hydrochromination of alkynes under nickel catalysis. Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols

Kazuhiko Takai, Shuji Sakamoto, Takahiko Isshiki, Tatsuya Kokumai

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

12 Citations (Scopus)

Abstract

Formal hydrochromation of an alkyne leading to a 1-substituted ethenylchromium reagent is accomplished by addition of the alkyne and water to a mixture of low-valent chromium(II), a catalytic amount of nickel(II), and triphenylphosphine in DMF.

Original language	English
Pages (from-to)	7534-7539
Number of pages	6
Journal	Tetrahedron
Volume	62
Issue number	32
DOIs	https://doi.org/10.1016/j.tet.2006.04.105
Publication status	Published - Aug 7 2006

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2006.04.105

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title = "Formal hydrochromination of alkynes under nickel catalysis. Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols",

abstract = "Formal hydrochromation of an alkyne leading to a 1-substituted ethenylchromium reagent is accomplished by addition of the alkyne and water to a mixture of low-valent chromium(II), a catalytic amount of nickel(II), and triphenylphosphine in DMF.",

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

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research on Priority Areas from the Ministry of Education, Culture, Sports, Science, and Technology of Japan and by the Nagase Science and Technology Foundation.",

year = "2006",

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T1 - Formal hydrochromination of alkynes under nickel catalysis. Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols

AU - Takai, Kazuhiko

AU - Sakamoto, Shuji

AU - Isshiki, Takahiko

AU - Kokumai, Tatsuya

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research on Priority Areas from the Ministry of Education, Culture, Sports, Science, and Technology of Japan and by the Nagase Science and Technology Foundation.

PY - 2006/8/7

Y1 - 2006/8/7

N2 - Formal hydrochromation of an alkyne leading to a 1-substituted ethenylchromium reagent is accomplished by addition of the alkyne and water to a mixture of low-valent chromium(II), a catalytic amount of nickel(II), and triphenylphosphine in DMF.

AB - Formal hydrochromation of an alkyne leading to a 1-substituted ethenylchromium reagent is accomplished by addition of the alkyne and water to a mixture of low-valent chromium(II), a catalytic amount of nickel(II), and triphenylphosphine in DMF.

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U2 - 10.1016/j.tet.2006.04.105

DO - 10.1016/j.tet.2006.04.105

M3 - Article

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JO - Tetrahedron

JF - Tetrahedron

IS - 32

ER -

Formal hydrochromination of alkynes under nickel catalysis. Regioselective reductive coupling of alkynes and aldehydes leading to allylic alcohols

Abstract

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