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Synfacts 2010(2): 0144-0144  
DOI: 10.1055/s-0029-1218516
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Aculeatins A, B and D

Contributor(s): Philip Kocienski
V. Malathong, S. D. Rychnovsky*
University of California, Irvine, USA
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Publication History

Publication Date:
21 January 2010 (online)

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Significance

The synthesis of aculeatins A, B and D illustrates a powerful strategy for the synthesis of polyol chains involving (1) the addition of β-oxyanionic alkyllithiums to Weinreb amides to give β-hydroxy ketones and (2) hydroxyl-directed reduction of the β-hydroxy ketones to give 1,3-diols.