An Interplay in the Regioselectivity Induced by Non Bonding Interactions, in the ene Reactions of Singlet Oxygen and Triazolinediones with Tetrasubstituted Alkenes

作者: Yiannis Elemes , Manolis Stratakis , Michael Orfanopoulos

DOI: 10.1016/S0040-4039(97)01471-8

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摘要: The ene reactions of N-phenyl-1,2,4-triazoline-3,5-dione (PTAD) and singlet oxygen (1O2) with tetrasubstituted alkenes, follow regioselectivity trends governed mainly by 1,3-non bonded interactions (type I) for the case PTAD, steric hindrance caused during formation new double bond II) 1O2. results are explained in terms a “late” product forming transition state hydrogen abstraction triazolinediones an “early” analogous reaction. © 1997 Elsevier Science Ltd.

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