Acyliminium Cyclization of Several Chiral N-Alkenylsuccinimide Derivatives

Bulletin of the Chemical Society of Japan - Tập 63 Số 1 - Trang 287-289 - 1990
Jun Ohwada1, Yoshinobu Inouye1, Motoko Kimura1, Hiroshi Kakisawa1
1Department of Chemistry, University of Tsukuba

Tóm tắt

Abstract The acyliminium intermediate derived from (3R,4R)-N-(3-butenyl)-3,4-bis(benzyloxy)succinimide cyclized to give (8aS)- and (8aR)-hexahydro-3(2H)-indolidinone derivatives. On the other hand, those derived from N-3-hexenyl derivatives afforded (8aS)-hexahydro-3(2H)-indolidinone(s) exclusively. The geometry of the double bond reflected the stereochemistry of the products.

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