Reactions of 1,2-propadienyl sulfides with aldehydes and acetals catalyzed by BF<inf>3</inf> · OEt<inf>2</inf>

Koichi Narasaka, Takanori Shibata, Yujiro Hayashi

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Ene reaction proceeds between 1-alkyl-1,2-propadienyl sulfides and aldehydes in the presence of BF<inf>3</inf> · OEt<inf>2</inf> 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 languageEnglish
Pages (from-to)2825-2830
Number of pages6
JournalBulletin of the Chemical Society of Japan
Volume65
Issue number10
Publication statusPublished - 1992 Oct 1
Externally publishedYes

Fingerprint

Acetals
Sulfides
Aldehydes
3-hydroxybutanal

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Reactions of 1,2-propadienyl sulfides with aldehydes and acetals catalyzed by BF<inf>3</inf> · OEt<inf>2</inf> / Narasaka, Koichi; Shibata, Takanori; Hayashi, Yujiro.

In: Bulletin of the Chemical Society of Japan, Vol. 65, No. 10, 01.10.1992, p. 2825-2830.

Research output: Contribution to journalArticle

@article{d2a3e86f216e42e5a323d37d44b086cb,
title = "Reactions of 1,2-propadienyl sulfides with aldehydes and acetals catalyzed by BF3 · OEt2",
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",
month = "10",
day = "1",
language = "English",
volume = "65",
pages = "2825--2830",
journal = "Bulletin of the Chemical Society of Japan",
issn = "0009-2673",
publisher = "Chemical Society of Japan",
number = "10",

}

TY - JOUR

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.

UR - http://www.scopus.com/inward/record.url?scp=0142100330&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0142100330&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0142100330

VL - 65

SP - 2825

EP - 2830

JO - Bulletin of the Chemical Society of Japan

JF - Bulletin of the Chemical Society of Japan

SN - 0009-2673

IS - 10

ER -