@article{oai:kanazawa-u.repo.nii.ac.jp:00014896,
 author = {Saito, Miho and Matsuo, Jun-ichi and Ishibashi, Hiroyuki},
 issue = {23-24},
 journal = {Tetrahedron},
 month = {Jun},
 note = {Treatment of N-(2-arylcyclohex-1-en-1-yl)-α-(methylthio)acetamides with N-chlorosuccinimide (NCS) gave 3a-aryl-2,3,3a,4,5,6-hexahydro-3-(methylthio)indol-2-ones. Desulfurization of the cyclization products followed by a catalytic hydrogenation of the resulting hexahydroindol-2-ones gave predominantly or exclusively trans-fused octahydroindol-2-ones. On the other hand, reduction of the desulfurization products with Et3SiH in CF3CO2H exclusively provided cis-fused octahydroindol-2-ones. A chiral induction of N-[2-(3,4-dimethoxy)phenylcyclohex-1-en-1-yl]-α-(methylthio)acetamide having an (R)-1-(1-naphthyl)ethyl group on the nitrogen atom led to the synthesis of (-)-mesembrane and (-)-trans-mesembrane. © 2007 Elsevier Ltd. All rights reserved., 金沢大学大学院自然科学研究科生理活性物質科学, 金沢大学薬学部},
 pages = {4865--4873},
 title = {Stereoselective synthesis of cis and trans-fused 3a-aryloctahydroindoles using cyclization of N-vinylic α-(methylthio)acetamides: synthesis of (-)-mesembrane},
 volume = {63},
 year = {2007}
}