Literature DB >> 16671814

Formal synthesis of 6-deoxyerythronolide B.

Michael T Crimmins1, David J Slade.   

Abstract

[reaction: see text] The enantioselective synthesis of the carbon skeleton of 6-deoxyerythronolide B has been achieved in 23 linear steps from propionaldehyde. The synthesis relies on an iterative approach employing an asymmetric acyl-thiazolidinethione propionate aldol reaction to establish eight of nine stereogenic centers. The remaining stereogenic center at C6 was set through a Myers alkylation employing a complex alkyl iodide.

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Year:  2006        PMID： 16671814      PMCID： PMC2546576          DOI： 10.1021/ol0607241

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


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