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Asymmetric chiral ligand-directed alkene dioxygenation.

ABSTRACT: A Pd-catalyzed asymmetric alkene 1,2-dioxygenation reaction is described. The diastereoselectivity of the reaction is controlled by tethering a chiral oxime ether directing group to the alkene substrate. The best selectivities are obtained with 8-substituted menthone-derived oxime ether auxiliaries.

SUBMITTER: Neufeldt SR

PROVIDER: S-EPMC3600423 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

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Asymmetric chiral ligand-directed alkene dioxygenation.

Neufeldt Sharon R SR Sanford Melanie S MS

Organic letters 20121218 1

A Pd-catalyzed asymmetric alkene 1,2-dioxygenation reaction is described. The diastereoselectivity of the reaction is controlled by tethering a chiral oxime ether directing group to the alkene substrate. The best selectivities are obtained with 8-substituted menthone-derived oxime ether auxiliaries. ...[more]

PMID: 23249401

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