Scaffolding catalysts: highly enantioselective desymmetrization reactions |
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| Authors: | Sun Xixi Worthy Amanda D Tan Kian L |
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| Affiliation: | Department of Chemistry, Boston College, Chestnut Hill, MA 02467-3860, USA. |
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| 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. |
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| Keywords: | asymmetric catalysis desymmetrization organocatalysis silanes synthetic methods |
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