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A synthesis of the carbocyclic core of maoecrystal V.

ABSTRACT: An approach toward the synthesis of the complex polycyclic diterpene maoecrystal V (1) is described. Construction of the advanced tetracyclic core structure (i.e., 19) was achieved in 13 steps from 3,3-dimethylcyclohexanone (6) by employing a stereoselective Nazarov cyclization followed by a Diels-Alder reaction to forge the two contiguous quaternary stereocenters.

SUBMITTER: Lazarski KE

PROVIDER: S-EPMC2896894 | biostudies-literature | 2010 Jul

REPOSITORIES: biostudies-literature

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A synthesis of the carbocyclic core of maoecrystal V.

Lazarski Kiel E KE Hu Dennis X DX Stern Charlotte L CL Thomson Regan J RJ

Organic letters 20100701 13

An approach toward the synthesis of the complex polycyclic diterpene maoecrystal V (1) is described. Construction of the advanced tetracyclic core structure (i.e., 19) was achieved in 13 steps from 3,3-dimethylcyclohexanone (6) by employing a stereoselective Nazarov cyclization followed by a Diels-Alder reaction to forge the two contiguous quaternary stereocenters. ...[more]

PMID: 20521835

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