B-Alkylcatecholborane-Mediated Tandem Radical Conjugated Addition-Aldol Cyclization

B-Alkylcatecholborane-Mediated Tandem Radical Conjugated Addition-Aldol Cyclization

Beauseigneur, Alice; Ericsson, Cecilia; Renaud, Philippe; Schenk, Kurt

2009

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Abstract

A one-pot procedure involving radical conjugate addition of B-alkylcatecholboranes to enones followed by intramolecular aldol reaction is reported. Application to the stereoselective synthesis of monocyclic and bicyclic products with up to four contiguous stereogenic centers is presented.

Details

Title B-Alkylcatecholborane-Mediated Tandem Radical Conjugated Addition-Aldol Cyclization

Author(s) Beauseigneur, Alice ; Ericsson, Cecilia ; Renaud, Philippe ; Schenk, Kurt

Published in Organic Letters

Volume 11

Pages 3778-3781

Date 2009

Keywords

N-Enoyloxazolidinones; Facile Routes; Oxime Ether; Cycloreduction; Hydroxylation; Aldehydes; Ketones; Esters

DOI https://doi.org/10.1021/ol9014943

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Laboratories IPSB

Record Appears in Scientific production and competences > SB - School of Basic Sciences > SB Archives > IPSB - Institute of the Physics of Biological Systems
Peer-reviewed publications
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Record creation date 2010-11-30