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Skeletal Rearrangement of Furanoeremophilane-6β,10β-diol into Farfugin A, Farfugin B, and 6-[(4R)-Chloropentyl]-3,5-dimethylbenzofuran

Authors :
Takeyoshi Takahashi
Masahiro Tada
Yoshiaki Tanahashi
Yoshihiko Moriyama
Source :
Bulletin of the Chemical Society of Japan. 50:463-465
Publication Year :
1977
Publisher :
The Chemical Society of Japan, 1977.

Abstract

Treatment of furanoeremophilane-6β,10β-diol (1; R=H) with phosphoryl chloride in pyridine at 110 °C gave farfugin A (2; yield: 23%), farfugin B (3; y: 34%), and 6-[(4R)-4-chloropentyl]-3,5-dimethylbenzofuran (4; y: 15%). A mechanism of formation of these three compounds (2, 3, and 4) is discussed.

Details

ISSN :
13480634 and 00092673
Volume :
50
Database :
OpenAIRE
Journal :
Bulletin of the Chemical Society of Japan
Accession number :
edsair.doi...........17d95286ac1cdb85896a558cf6f2f728
Full Text :
https://doi.org/10.1246/bcsj.50.463