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Scaffolding catalysts: highly enantioselective desymmetrization reactions.

ABSTRACT: Ex-changing places: a highly enantioselective desymmetrization of 1,2-diols has been developed in which the catalyst utilizes reversible covalent bonding to the substrate to achieve both high selectivity and rate acceleration (see scheme, PMP=pentalmethylpiperidine, TBS=tert-butyldimethylsilyl). Induced intramolecularity is responsible for the enhanced rate, thus allowing the reaction to be performed at room temperature.

SUBMITTER: Sun X

PROVIDER: S-EPMC3366164 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature

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Scaffolding catalysts: highly enantioselective desymmetrization reactions.

Sun Xixi X Worthy Amanda D AD Tan Kian L KL

Angewandte Chemie (International ed. in English) 20110707 35

Ex-changing places: a highly enantioselective desymmetrization of 1,2-diols has been developed in which the catalyst utilizes reversible covalent bonding to the substrate to achieve both high selectivity and rate acceleration (see scheme, PMP=pentalmethylpiperidine, TBS=tert-butyldimethylsilyl). Induced intramolecularity is responsible for the enhanced rate, thus allowing the reaction to be performed at room temperature. ...[more]

PMID: 21739552

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