Asymmetric synthesis of (+)-iso-6-cassine via stereoselective intramolecular amidomercuration |
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| Authors: | Satwinder Singh |
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| Affiliation: | Department of Chemistry, The University of Texas at San Antonio, One UTSA Circle, San Antonio, TX 78249, USA |
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| Abstract: | The first asymmetric synthesis of (+)-iso-6-cassine is described. Lipase-catalyzed resolution, enantioselective Overman rearrangement, and diastereoselective intramolecular amidomercuration were used for the installation of the three stereocenters in (+)-iso-6-cassine, and cross-metathesis was employed for the attachment of the side-chain. |
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| Keywords: | Intramolecular amidomercuration 2,6-Dialkylpiperidines 2,6-Disubstituted 3-piperidinols Double stereodifferentiation (+)-iso-6-Cassine |
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