α-Alkenylation of ketones with 1-alkynes

Akio Hayashi; Masahiko Yamaguchi; Masahiro Hirama

doi:10.1055/s-1995-4877

α-Alkenylation of ketones with 1-alkynes

Akio Hayashi, Masahiko Yamaguchi, Masahiro Hirama

PHA - Molecular Pharmaceutical Science

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

17 Citations (Scopus)

Abstract

SnCl ₄ -Bu ₃ N reagent promotes α-alkylidenation of ketones with 1-alkynes giving (E)-α-enones. When TMSCl is added to this mixture, α-alkenylation takes place giving β-enones.

Original language	English
Pages (from-to)	51-52
Number of pages	2
Journal	Synlett
Volume	1995
Issue number	1
DOIs	https://doi.org/10.1055/s-1995-4877
Publication status	Published - 1995 Jan

Keywords

TMSCl
regioselective protonation
α-enone
β-enone
γ-stannyl-α-enone

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-1995-4877

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@article{a4cbedfe517343119591d81f90204785,

title = "α-Alkenylation of ketones with 1-alkynes",

abstract = " SnCl 4 -Bu 3 N reagent promotes α-alkylidenation of ketones with 1-alkynes giving (E)-α-enones. When TMSCl is added to this mixture, α-alkenylation takes place giving β-enones. ",

keywords = "TMSCl, regioselective protonation, α-enone, β-enone, γ-stannyl-α-enone",

author = "Akio Hayashi and Masahiko Yamaguchi and Masahiro Hirama",

year = "1995",

month = jan,

doi = "10.1055/s-1995-4877",

language = "English",

volume = "1995",

pages = "51--52",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "1",

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TY - JOUR

T1 - α-Alkenylation of ketones with 1-alkynes

AU - Hayashi, Akio

AU - Yamaguchi, Masahiko

AU - Hirama, Masahiro

PY - 1995/1

Y1 - 1995/1

N2 - SnCl 4 -Bu 3 N reagent promotes α-alkylidenation of ketones with 1-alkynes giving (E)-α-enones. When TMSCl is added to this mixture, α-alkenylation takes place giving β-enones.

AB - SnCl 4 -Bu 3 N reagent promotes α-alkylidenation of ketones with 1-alkynes giving (E)-α-enones. When TMSCl is added to this mixture, α-alkenylation takes place giving β-enones.

KW - TMSCl

KW - regioselective protonation

KW - α-enone

KW - β-enone

KW - γ-stannyl-α-enone

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U2 - 10.1055/s-1995-4877

DO - 10.1055/s-1995-4877

M3 - Article

AN - SCOPUS:84906295302

VL - 1995

SP - 51

EP - 52

JO - Synlett

JF - Synlett

SN - 0936-5214

IS - 1

ER -

α-Alkenylation of ketones with 1-alkynes

Abstract

Keywords

ASJC Scopus subject areas

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