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Synthetic Access to Bent Polycycles by Cation-π Cyclization

Authors :
Ryan A. Shenvi
E. J. Corey
Source :
Organic Letters. 12:3548-3551
Publication Year :
2010
Publisher :
American Chemical Society (ACS), 2010.

Abstract

The presence of an ether oxygen within a chain undergoing cation-polyene cyclization has a profound influence on the stereochemistry of this important construction, apparently due to nucleophilic participation of oxygen in the cyclization process and formation of an oxonium intermediate, leading to bent fused ring systems.

Details

ISSN :
15237052 and 15237060
Volume :
12
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....e09a94236ac2fac2c2191a5c8eafd429
Full Text :
https://doi.org/10.1021/ol101410g