Abstract

trans-SCH-A is a melanin-concentrating hormone receptor antagonist with potential use for the treatment of obesity. The synthesis depicted (eight steps, 25% overall yield) features a stereodivergent cyclopropanation of the allyl carbamate A 1 , which reacts with Zn(CH2I)2 to give the syn-cyclopropane C (77% yield, dr = 99:1) or with CF3CO2ZnCH2I to give the anti-cyclopropane B (90% yield, dr > 99:1).

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