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Studies toward the synthesis of phomactin A. An approach to the macrocyclic core.

ABSTRACT: An approach to the macrocyclic core of phomactin A is described. Central to this strategy is the use of a cis-fused oxadecalin intermediate, prepared using the dihydropyrone Diels-Alder reaction. The conformational bias inherent to this system is then used to facilitate macrocycle formation via an intramolecular B-alkyl Suzuki coupling.

SUBMITTER: Teng D

PROVIDER: S-EPMC2031845 | biostudies-literature | 2007 Jun

REPOSITORIES: biostudies-literature

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Studies toward the synthesis of phomactin A. An approach to the macrocyclic core.

Teng Dawei D Wang Bo B Augatis Alex J AJ Totah Nancy I NI

Tetrahedron letters 20070601 26

An approach to the macrocyclic core of phomactin A is described. Central to this strategy is the use of a cis-fused oxadecalin intermediate, prepared using the dihydropyrone Diels-Alder reaction. The conformational bias inherent to this system is then used to facilitate macrocycle formation via an intramolecular B-alkyl Suzuki coupling. ...[more]

PMID: 18575571

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