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Synthetic Studies toward the C14–C29 Fragment of Mirabalin

A convergent synthesis of one isomer of the C14–C29 fragment of mirabalin is disclosed. The key steps include a Marshall allenylation, a Mukaiyama aldol reaction and a Crimmins aldolization, which allow the control of 10 out of 25 stereogenic centers present in the molecule.

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Bibliographic Details
Published in:Organic letters 2016-09, Vol.18 (18), p.4534-4537
Main Authors: Cornil, Johan, Echeverria, Pierre-Georges, Reymond, Sébastien, Phansavath, Phannarath, Ratovelomanana-Vidal, Virginie, Guérinot, Amandine, Cossy, Janine
Format: Article
Language:English
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Summary:A convergent synthesis of one isomer of the C14–C29 fragment of mirabalin is disclosed. The key steps include a Marshall allenylation, a Mukaiyama aldol reaction and a Crimmins aldolization, which allow the control of 10 out of 25 stereogenic centers present in the molecule.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b02162