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Synlett 1995; 1995(3): 231-232
DOI: 10.1055/s-1995-4943
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Macroring Contraction Methodology. Stereochemical Analysis of Transannular Diels-Alder Reaction of 14-Membered (E,E,E)-Trienones Based on Flexible MM2 Transition State Model

Yasuharu Sakamoto, Haruo Yamada, Takashi Takahashi*
  • *Department of Chemical Engineering, Tokyo Institute of Technology, Meguro, Tokyo 152, Japan
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Publication Date:
31 December 2000 (online)

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Transannular Diels-Alder reactions of the 14-membered (E, E, E)-trienones 4a and 4b and a discussion of its high diastereoselectivity based on flexible MM2 transition state model are described.

transannular Diels-Alder Reaction - flexible transition state model - endo effect - macrocycle - tricyclic system