Regioselective buta-1,3-dienylation of aldehydes via transmetallation of 2-tributylstannylbuta-1,3-diene

Meiming Luo; Yoshiharu Iwabuchi; Susumi Hatakeyama

doi:10.1055/s-1999-2787

Regioselective buta-1,3-dienylation of aldehydes via transmetallation of 2-tributylstannylbuta-1,3-diene

Meiming Luo, Yoshiharu Iwabuchi, Susumi Hatakeyama

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

13 Citations (Scopus)

Abstract

Transmetallation of 2-tributylstannylbuta-1,3-diene with SnCl₄ followed by Lewis base promoted addition of the resulting 1-trichlorostannyl-2,3-butadiene to aldehydes in the presence of DMF allows their buta-1,3-dienylation to take place at the C2 position with complete regioselectivity in high yields.

Original language	English
Pages (from-to)	1109-1111
Number of pages	3
Journal	Synlett
Issue number	7
DOIs	https://doi.org/10.1055/s-1999-2787
Publication status	Published - 1999 Jan 1
Externally published	Yes

Keywords

Buta-1,3-dienes
Buta-1,3-dienylations
Lewis base promoted reaction
Tin compounds
Transmetallations

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-1999-2787

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title = "Regioselective buta-1,3-dienylation of aldehydes via transmetallation of 2-tributylstannylbuta-1,3-diene",

abstract = "Transmetallation of 2-tributylstannylbuta-1,3-diene with SnCl4 followed by Lewis base promoted addition of the resulting 1-trichlorostannyl-2,3-butadiene to aldehydes in the presence of DMF allows their buta-1,3-dienylation to take place at the C2 position with complete regioselectivity in high yields.",

keywords = "Buta-1,3-dienes, Buta-1,3-dienylations, Lewis base promoted reaction, Tin compounds, Transmetallations",

author = "Meiming Luo and Yoshiharu Iwabuchi and Susumi Hatakeyama",

year = "1999",

month = jan,

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doi = "10.1055/s-1999-2787",

language = "English",

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AU - Luo, Meiming

AU - Iwabuchi, Yoshiharu

AU - Hatakeyama, Susumi

PY - 1999/1/1

Y1 - 1999/1/1

N2 - Transmetallation of 2-tributylstannylbuta-1,3-diene with SnCl4 followed by Lewis base promoted addition of the resulting 1-trichlorostannyl-2,3-butadiene to aldehydes in the presence of DMF allows their buta-1,3-dienylation to take place at the C2 position with complete regioselectivity in high yields.

AB - Transmetallation of 2-tributylstannylbuta-1,3-diene with SnCl4 followed by Lewis base promoted addition of the resulting 1-trichlorostannyl-2,3-butadiene to aldehydes in the presence of DMF allows their buta-1,3-dienylation to take place at the C2 position with complete regioselectivity in high yields.

KW - Buta-1,3-dienes

KW - Buta-1,3-dienylations

KW - Lewis base promoted reaction

KW - Tin compounds

KW - Transmetallations

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ER -

Regioselective buta-1,3-dienylation of aldehydes via transmetallation of 2-tributylstannylbuta-1,3-diene

Abstract

Keywords

ASJC Scopus subject areas

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