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Progress toward the total synthesis of frondosin C.

ABSTRACT: A straightforward approach toward the total synthesis of frondosin C is described. This strategy involves a key one-pot, microwave-assisted 5-exo cyclization-Claisen rearrangement sequence that was used for the expedient assembly of the frondosic C scaffold. Subsequent manipulation of the tetracyclic core allowed the synthesis of an advanced intermediate bearing the characteristic diene moiety in the B ring. [reaction: see text]

SUBMITTER: Li X

PROVIDER: S-EPMC2523271 | biostudies-literature | 2006 Oct

REPOSITORIES: biostudies-literature

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Progress toward the total synthesis of frondosin C.

Li Xin X Kyne Robert E RE Ovaska Timo V TV

Organic letters 20061001 22

A straightforward approach toward the total synthesis of frondosin C is described. This strategy involves a key one-pot, microwave-assisted 5-exo cyclization-Claisen rearrangement sequence that was used for the expedient assembly of the frondosic C scaffold. Subsequent manipulation of the tetracyclic core allowed the synthesis of an advanced intermediate bearing the characteristic diene moiety in the B ring. [reaction: see text] ...[more]

PMID: 17048866

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