3 ネオカルチノスタチン様分子の設計とラジカル発生機構(口頭発表の部)  [in Japanese] 3 DESIGN AND SYNTHESIS OF NEOCARZINOSTATIN CHROMOPHORE ANALOGUES, AND THE MECHANISM OF RADICAL FORMATION  [in Japanese]

Neocarzinostatin(NCS) Chromophore analogues 7, 8 and 9 were synthesized and their chemical behavior was examined in order to answer the questions: (i) Is the ring strain inherent in the unsaturated 9-membered ring system essential to such novel molecular transformation as NCS Chromophore 1 does?; (ii) Is the epoxide functionality also essential to it?; (iii) Is there any other mode of aromatization besides Myers' type? The results demonstrated that even the dienediyne system which has not epoxide functionality nor severe ring strain, such as 7-9, can undergo the radical initiated molecular transformation to tetrahydrobenzindans in addition to Myers' type nucleophile induced aromatization. This suggests the importance of free radical triggering mechanism in the aromatization of 1. The research on this issue is currently under way.