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Synlett 1997; 1997(10): 1147-1148
DOI: 10.1055/s-1997-993
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Asymmetric Induction in Intramolecular SN2' Reaction. Enantioselective Synthesis of Cyclopenta[b]benzofuran with Chiral Lithium Alkoxides

Hisao Nishiyama1 , Naoya Sakata2 , Yukihiro Motoyama2 , Hisanori Wakita3 , Hiroshi Nagase3
  • 1School of Materials Science, Toyohashi University of Technology, Tempaku-cho, Toyohashi 441, Japan, Fax: 0532-48-5833
  • 2School of Materials Science, Toyohashi University of Technology, Tempaku-cho, Toyohashi 441, Japan
  • 3Basic Research Center, Toray Industries Inc., Tebiro, Kamakura 248, Japan
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Publication Date:
31 December 2000 (online)

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An enantioselective intramolecular cyclization of the bis-phenyllithium species 3 was attained by addition of chiral lithium alkoxides to produce a cyclopenta[b]benzofuran 2 with high % ee's up to 87 %.

asymmetric intramolecular cyclization - cyclopenta[b]benzofuran - phenyllithium - chiral lithium alkoxide

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