Angewandte Chemie International Edition

Enantioselective Synthesis of Cyclic Ethers through a Vanadium??Catalyzed Resolution/Oxidative Cyclization

A Blanc, FD Toste

Index: Blanc, Aurelien; Toste, F. Dean Angewandte Chemie - International Edition, 2006 , vol. 45, # 13 p. 2096 - 2099

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Citation Number: 59

Abstract

2097 Angew. Chem. Int. Ed. 2006, 45, 2096–2099 2006 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www. angewandte. org by epoxidation and subsequent addition of camphor sulfonic acid (CSA; 5mol%) to complete the cyclization. Homoallylic alcohol 11 also furnished 2, 4-cis-substituted THF ring 12 as the major product in good yield (31%) with high enantiomeric excess (89% ee) and only a slight decrease in the diasteroselectivity.