The Journal of organic chemistry

Enantioselective Total Syntheses of Plectosphaeroic Acids B and C

SY Jabri, LE Overman

Index: Jabri, Salman Y.; Overman, Larry E. Journal of Organic Chemistry, 2013 , vol. 78, # 17 p. 8766 - 8788

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Citation Number: 7

Abstract

Evolution of the synthetic strategy that culminated in the first total syntheses of the structurally unique plectosphaeroic acids B (2) and C (3) is described. The successful enantioselective route to (+)-2 and (+)-3 proceeds in 6 and 11 steps from the known hexahydro-2 H-pyrazinopyrrolo [2, 3-b] indole-1, 4-dione 39, which in turn is available in enantiomerically pure form by chemical synthesis. The central challenge in this synthesis ...