Reactions of 1,2-propadienyl sulfides with aldehydes and acetals catalyzed by BF3 · OEt2

Koichi Narasaka; Takanori Shibata; Yujiro Hayashi

doi:10.1246/bcsj.65.2825

Reactions of 1,2-propadienyl sulfides with aldehydes and acetals catalyzed by BF₃ · OEt₂

Koichi Narasaka, Takanori Shibata, Yujiro Hayashi

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

4 Citations (Scopus)

Abstract

Ene reaction proceeds between 1-alkyl-1,2-propadienyl sulfides and aldehydes in the presence of BF₃ · OEt₂ to afford 1,3-dienes possessing an alkylthio group. On the other hand, the reactions of 1-silyl-1,2-propadienyl sulfides with aldehydes or their dimethylacetals give aldol-type addition products, a-methylene acylsilanes.

Original language	English
Pages (from-to)	2825-2830
Number of pages	6
Journal	Bulletin of the Chemical Society of Japan
Volume	65
Issue number	10
DOIs	https://doi.org/10.1246/bcsj.65.2825
Publication status	Published - 1992 Oct 1
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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abstract = "Ene reaction proceeds between 1-alkyl-1,2-propadienyl sulfides and aldehydes in the presence of BF3 · OEt2 to afford 1,3-dienes possessing an alkylthio group. On the other hand, the reactions of 1-silyl-1,2-propadienyl sulfides with aldehydes or their dimethylacetals give aldol-type addition products, a-methylene acylsilanes.",

author = "Koichi Narasaka and Takanori Shibata and Yujiro Hayashi",

year = "1992",

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T1 - Reactions of 1,2-propadienyl sulfides with aldehydes and acetals catalyzed by BF3 · OEt2

AU - Narasaka, Koichi

AU - Shibata, Takanori

AU - Hayashi, Yujiro

PY - 1992/10/1

Y1 - 1992/10/1

N2 - Ene reaction proceeds between 1-alkyl-1,2-propadienyl sulfides and aldehydes in the presence of BF3 · OEt2 to afford 1,3-dienes possessing an alkylthio group. On the other hand, the reactions of 1-silyl-1,2-propadienyl sulfides with aldehydes or their dimethylacetals give aldol-type addition products, a-methylene acylsilanes.

AB - Ene reaction proceeds between 1-alkyl-1,2-propadienyl sulfides and aldehydes in the presence of BF3 · OEt2 to afford 1,3-dienes possessing an alkylthio group. On the other hand, the reactions of 1-silyl-1,2-propadienyl sulfides with aldehydes or their dimethylacetals give aldol-type addition products, a-methylene acylsilanes.

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