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Salen promoted enantioselective Nazarov cyclizations of activated and unactivated dienones.

ABSTRACT: A novel class of chiral 5,5'-di(2,4,6-trialkyl)aryl salen-metal complexes have been developed and shown to catalyze highly enantioselective Nazarov cyclization reactions, giving rise to cyclopentenoids in 90:10-98:2 er. Significantly, the catalysts also promote, for the first time, highly enantioselective Nazarov reactions of "unactivated" dienones, producing hydrindenone products having in place three contiguous chiral centers.

SUBMITTER: Hutson GE

PROVIDER: S-EPMC3964813 | biostudies-literature | 2013 Apr

REPOSITORIES: biostudies-literature

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Salen promoted enantioselective Nazarov cyclizations of activated and unactivated dienones.

Hutson Gerri E GE Türkmen Yunus E YE Rawal Viresh H VH

Journal of the American Chemical Society 20130325 13

A novel class of chiral 5,5'-di(2,4,6-trialkyl)aryl salen-metal complexes have been developed and shown to catalyze highly enantioselective Nazarov cyclization reactions, giving rise to cyclopentenoids in 90:10-98:2 er. Significantly, the catalysts also promote, for the first time, highly enantioselective Nazarov reactions of "unactivated" dienones, producing hydrindenone products having in place three contiguous chiral centers. ...[more]

PMID: 23506509

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