ACID-MEDIATED CONVERSION OF METHYLENE-INTERRUPTED BISEPOXIDES TO TETRAHYDROFURANS - A BIOMIMETIC TRANSFORMATION

Authors
CAPON RJ BARROW RA
Citation
Rj. Capon et Ra. Barrow, ACID-MEDIATED CONVERSION OF METHYLENE-INTERRUPTED BISEPOXIDES TO TETRAHYDROFURANS - A BIOMIMETIC TRANSFORMATION, Journal of organic chemistry, 63(1), 1998, pp. 75-83
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
63
Issue
1
Year of publication
1998
Pages
75 - 83
Database
ISI
SICI code
0022-3263(1998)63:1<75:ACOMBT>2.0.ZU;2-2
Abstract
The acid-mediated transformation of syn and anti methylene interrupted cis,cis and cis,trans bisepoxides to tetrahydrofurans is high yieldin g, and demonstrates both regioselectivity and stereoselectivity. Trans ,trans methylene interrupted bisepoxides do not yield tetrahydrofurans under the same conditions.