(+)-康定醇、(+)-异康定醇和(+)-土藤定碱的全合成。
Total synthesis of (+)-condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine.
机构信息
Department of Chemistry, 1102 Natural Sciences II, University of California, Irvine, California 92697-2025, USA.
出版信息
Org Lett. 2011 Jan 7;13(1):138-41. doi: 10.1021/ol102709s. Epub 2010 Dec 6.
Abstract
The first enantioselective total syntheses of indole alkaloids of the condylocarpine type are reported. (+)-Condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine were prepared in high enantiomeric purity (er > 99:1) from (1S,5R)-hexahydro-1,5-methano-1H-azocino[4,3-b]indole-12-one 7b by way of five or six isolated intermediates.
摘要
首次报道了康定洛宾型吲哚生物碱的对映选择性全合成。（+）-康定洛宾、（+）-异康定洛宾和（+）-土藤太因可通过 5 或 6 个分离中间体，以（1S,5R）-六氢-1,5-亚甲基-1H-氮杂卓[4,3-b]吲哚-12-酮 7b 为原料，高对映体纯度（er > 99:1）制备得到。
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