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Synthetic studies on the bryostatins: preparation of a truncated BC-ring intermediate by pyran annulation.

ABSTRACT: [reaction: see text]. A synthesis of a potential BC-ring subunit (C9-C27) for bryostatin 1, a remarkably potent anticancer agent, has been developed in 16 steps and 18% overall yield. The key features of this route include a BITIP-catalyzed asymmetric allylation reaction, chelation-controlled allylations, a hydroformylation reaction, and a pyran annulation reaction.

SUBMITTER: Keck GE

PROVIDER: S-EPMC1480406 | biostudies-literature | 2005 May

REPOSITORIES: biostudies-literature

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Synthetic studies on the bryostatins: preparation of a truncated BC-ring intermediate by pyran annulation.

Keck Gary E GE Truong Anh P AP

Organic letters 20050501 11

[reaction: see text]. A synthesis of a potential BC-ring subunit (C9-C27) for bryostatin 1, a remarkably potent anticancer agent, has been developed in 16 steps and 18% overall yield. The key features of this route include a BITIP-catalyzed asymmetric allylation reaction, chelation-controlled allylations, a hydroformylation reaction, and a pyran annulation reaction. ...[more]

PMID: 15901156

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