Synthesis of (−)-6,7-dideoxysqualestatin H5 by carbonyl ylide cycloaddition–rearrangement and cross-electrophile coupling

An asymmetric synthesis of (−)-6,7-dideoxysqualestatin H5 is reported. Key features of the synthesis include: (1) highly diastereoselective n-alkylation of a tartrate acetonide enolate and subsequent oxidation−hydrolysis to provide an asymmetric entry to a β-hydroxy-α-ketoester motif; (2) facilitati...

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Bibliographic Details
Main Authors: Fegheh-Hassanpour, Y, Arif, T, Sintim, H, Al Mamari, H, Hodgson, D
Format: Journal article
Published: American Chemical Society 2017