Diastereoselective synthesis of 4-substituted l-prolines by intramolecular radical cyclization of N-aryl sulphonyl-N-allyl 3-bromoalanines: interesting dependence of selectivity on the nature of sulphonamido groups

作者： Amit Basak , Subhendu Sekhar Bag , Kakali Rani Rudra , Jharna Barman , Sumana Dutta

DOI: 10.1246/CL.2002.710

关键词:

摘要: Enantiopure 4-substituted L-proline derivatives have been prepared via intramolecular radical cyclization of N-aryl sulphonyl-N-allyl-3-bromo-L-alanines in high yields. Surprisingly, the extent selectivity was found to be primarily dependent on nature sulphonamido aryl group and could as 33:1 using naphthyl sulphonamide.

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Diastereoselective synthesis of 4-substituted l-prolines by intramolecular radical cyclization of N-aryl sulphonyl-N-allyl 3-bromoalanines: interesting dependence of selectivity on the nature of sulphonamido groups

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Diastereoselective synthesis of 4-substituted l-prolines by intramolecular radical cyclization of N-aryl sulphonyl-N-allyl 3-bromoalanines: interesting dependence of selectivity on the nature of sulphonamido groups

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ChemInform Abstract: Diastereoselective Synthesis of 4-Substituted L-Prolines by Intramolecular Radical Cyclization of N-Aryl Sulfonyl-N-allyl 3-Bromoalanines: Interesting Dependence of Selectivity on the Nature of Sufonamido Groups.

Formation of five- and six-membered heterocyclic rings under radical cyclisation conditions

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