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Communication | Special issue | Vol 69, No. 1, 2006, pp.69-72
Published online, 20th June, 2006
DOI: 10.3987/COM-06-S(O)14
Stereoselective Synthesis of trans-3a-Aryloctahydroindoles Using Cyclization of N-Vinylic α-(Methylthio)acetamides

Miho Saito, Jun-ichi Matsuo, Masahiko Uchiyama, and Hiroyuki Ishibashi*

*Division of Pharmaceutical Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kanazawa 920-1192, Japan


Treatment of N-(2-arylcyclohex-1-enyl)-α-(methylthio)acetamide with NCS underwent cyclization to give 3a-arylhexahydroindol-2-one, which was stereoselectively converted into trans-3a-aryloctahydroindole.