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l-Proline-catalyzed direct intermolecular asymmetric aldol reactions of 1-phenylthiocycloalkyl carboxaldehydes with ketones. Easy access to spiro- and fused-cyclobutyl tetrahydrofurans and cyclopentanones.

Authors :
Bernard AM
Frongia A
Guillot R
Piras PP
Secci F
Spiga M
Source :
Organic letters [Org Lett] 2007 Feb 01; Vol. 9 (3), pp. 541-4.
Publication Year :
2007

Abstract

[reaction: see text] Acid-catalyzed ring expansion of chiral cyclopropyl and cyclobutyl derivatives for the synthesis of carbo- and heterocyclic compounds is reported. The starting materials have been successfully prepared by l-proline-catalyzed direct asymmetric aldol reactions of 1-phenylthiocycloalkyl carboxaldehydes with ketones.

Details

Language :
English
ISSN :
1523-7060
Volume :
9
Issue :
3
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
17249807
Full Text :
https://doi.org/10.1021/ol063084a