Stereochemical and mechanistic aspects of the di-. pi.-methane rearrangement. Effect of structural constraints which preclude preferred modes

PS Mariano, RB Steitle, DG Watson…

Index: Mariano,P.S. et al. Journal of the American Chemical Society, 1976 , vol. 98, # 19 p. 5899 - 5906

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Citation Number: 5

Abstract

Abstract: A study of stereochemical and mechanistic aspects of the di-*-methane rearrangement using 2-phenylspiro [5.5] undeca-1, 7-diene (6) is reported. The sole product of direct irradiation of 6 is 1 l-phenyltricycl0 [5.4. 0.0~~~~] undec-2-ene (7). The spirodi-a- methane 6 was unreactive under triplet-sensitized irradiation conditions which employed both benzophenone and acetophenone. This inertness is due to an unreactive triplet- ...