Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/23545
Title: Total synthesis and stereochemical reassignment of mandelalide A
Authors: Lei, H
Yan, J
Yu, J
Liu, Y
Wang, Z
Xu, Z
Ye, T 
Keywords: Configuration determination
Diastereoselectivity
Marine macrolides
Structure elucidation
Total synthesis
Issue Date: 2014
Publisher: Wiley-VCH
Source: Angewandte chemie international edition, 2014, v. 53, no. 25, p. 6533-6537 How to cite?
Journal: Angewandte chemie international edition 
Abstract: The total synthesis of the tunicate metabolite mandelalide A and the correction of its originally assigned stereochemistry are reported. Key features of the convergent, fully stereocontrolled route include the use of a Prins cyclization for the diastereoselective construction of the tetrahydropyran subunit, Rychnovsky-Bartlett cyclization for the preparation of the tetrahydrofuran moiety, Suzuki coupling, Horner-Wadsworth-Emmons macrocyclization, and glycosylation to append the L-rhamnose-derived pyranoside.
URI: http://hdl.handle.net/10397/23545
ISSN: 1433-7851
EISSN: 1521-3773
DOI: 10.1002/anie.201403542
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