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Highly convergent total synthesis of (+)-acutiphycin.

ABSTRACT: An enantioselective, convergent, total synthesis of (+)-acutiphycin (18 steps, longest linear sequence from commercial materials) features the first application of an alkynyl ether as a macrolactone precursor in total synthesis, as well as the first example of an intermolecular, SmI2-mediated, Reformatsky fragment coupling reaction. The high convergence, efficiency, and modular nature of this synthesis make it amenable to the synthesis of structurally related compounds.

SUBMITTER: Moslin RM

PROVIDER: S-EPMC3148189 | biostudies-literature | 2006 Nov

REPOSITORIES: biostudies-literature

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Highly convergent total synthesis of (+)-acutiphycin.

Moslin Ryan M RM Jamison Timothy F TF

Journal of the American Chemical Society 20061101 47

An enantioselective, convergent, total synthesis of (+)-acutiphycin (18 steps, longest linear sequence from commercial materials) features the first application of an alkynyl ether as a macrolactone precursor in total synthesis, as well as the first example of an intermolecular, SmI2-mediated, Reformatsky fragment coupling reaction. The high convergence, efficiency, and modular nature of this synthesis make it amenable to the synthesis of structurally related compounds. ...[more]

PMID: 17117859

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