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Direct syntheses of spiro- and fused-hydrofurans by a tunable tandem semipinacol rearrangement/oxa-Michael addition protocol.

Authors :
Li BS
Liu WX
Zhang QW
Wang SH
Zhang FM
Zhang SY
Tu YQ
Cao XP
Source :
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2013 Apr 22; Vol. 19 (17), pp. 5246-9. Date of Electronic Publication: 2013 Mar 13.
Publication Year :
2013

Abstract

A highly chemoselective one-pot reaction has been developed involving a tandem semipinacol rearrangement/oxa-Michael addition sequence in which the in situ generated ketol diene intermediate can be transformed specifically to either the spiro- or fused-dihydrofuran products (see scheme). This one-pot tandem reaction represents a general synthetic methodology for the syntheses of the two different kinds of furan derivatives.<br /> (Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3765
Volume :
19
Issue :
17
Database :
MEDLINE
Journal :
Chemistry (Weinheim an der Bergstrasse, Germany)
Publication Type :
Academic Journal
Accession number :
23495122
Full Text :
https://doi.org/10.1002/chem.201300205