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Synlett 1998; 1998(3): 257-258
DOI: 10.1055/s-1998-1641
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Enantioselective Photosensitized Oxygenation. Its Application to N b -Methoxycarbonyltryptamine and Determination of Absolute Configuration of the Product

Atsushi Sakai* , Hideaki Tani, Toyohiko Aoyama, Takayuki Shioiri
  • *Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabe-dori, Mizuho-ku, Nagoya 467, Japan; Fax +81-52-8 34-41 72; E-mail: shioiri@phar.nagoya-cu.ac.jp
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Publication History

Publication Date:
31 December 2000 (online)

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Photosensitized oxygenation of N b -methoxycarbonyltryptamine (1) in the presence of (-)-nicotine followed by treatment with triphenylphosphine gave N b -methoxycarbonyl-1,2,3,3a,8,8a-hexahydro-3a-hydroxypyrrolo[2,3-b]indole (2) with modest enantioselectivity. Determination of absolute configuration of 2 was also described.

enantioselective - photosensitized oxygenation - N b -methoxycarbonyltryptamine - absolute configuration

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