Regio-and enantioselective catalytic epoxidation of conjugated polyenes. Formal synthesis of LTA4 methyl ester

S Chang, NH Lee, EN Jacobsen

Index: Chang, Sukbok; Lee, Nam Ho; Jacobsen, Eric N. Journal of Organic Chemistry, 1993 , vol. 58, # 25 p. 6939 - 6941

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Citation Number: 97

Abstract

Sukbok Chang,l Nam Ho Lee,2 and Eric N. Jac0bsen.J ... Department of Chemistry, University of Illinois, Urbana, Illinois 61801, and Department of Chemistry, Harvard University, Cambridge, Massachusetts 02139 ... Summary: The (salen)Mn(III)-catalyzed asymmetric ep- oxidation reaction exhibits regioselectivity for attack at cis double bonds of conjugated dienes to afford enanti- omerically enriched trans-vinyl epoxides as the major products.