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Communication | Regular issue | Vol 43, No. 5, 1996, pp.945-948
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7426
Stereochemical Analysis of Transannular [2,3]-Wittig Rearrangement of 12-Membered Cyclic Ether Based on Rigid MM2 Transition State Model

Takashi Takahashi,* Hiroshi Tanaka, Yasuharu Sakamoto, and Haruo Yamada

*Department of Chemical Engineering, Tokyo Institute of Technology, Ookayama, Meguro-ku, Tokyo 152, Japan


Transannular [2,3]-Wittig rearrangement of the 12-membered cyclic ether, a key reaction to construct the 9-membered masked enediyne of kedarcidin chromophore, and a discussion of its diastereoselectivity based on a rigid MM2 transition state model are described.