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Enantioselective synthesis of (-)-cis-clavicipitic acid.

The Journal of organic chemistry (2007-09-20)
Jin-Mo Ku, Byeong-Seon Jeong, Sang-sup Jew, Hyeung-geun Park
ABSTRACT

An enantioselective synthetic method for (-)-cis-clavicipitic acid (1) was reported. 1 was obtained in 10 steps (99% ee and 20% overall yield) from 1H-indole-3-carboxylic acid methyl ester (9) via asymmetric phase-transfer catalytic alkylation and diastereoselective Pd(II)-catalyzed intramolecular aminocyclization as key steps.