Formal [3 + 2]-Cycloaddition of Donor-Acceptor Cyclopropanes to 1,3-Dienes: Cyclopentane Assembly.
J Org Chem
; 80(24): 12212-23, 2015 Dec 18.
Article
em En
| MEDLINE
| ID: mdl-26575592
ABSTRACT
We report a new simple method to access highly substituted cyclopentanes via Lewis acid-initiated formal [3 + 2]-cycloaddition of donor-acceptor cyclopropanes to 1,3-dienes. This process displays exceptional chemo- and regioselectivity as well as high diastereoselectivity, allowing for the synthesis of functionalized cyclopentanes and bicyclic cyclopentane-based structures in moderate to high yields. Moreover, one-pot synthesis of biologically relevant cyclopentafuranones, based on reaction of donor-acceptor cyclopropanes with dienes, has been developed.
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Bases de dados:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2015
Tipo de documento:
Article
País de afiliação:
Federação Russa