Intramolecular photocycloadditions-cyclobutane fragmentation: total synthesis of (.+-.)-pentalenene,(.+-.)-pentalenic acid, and (.+-.)-deoxypentalenic acid

MT Crimmins, JA DeLoach

Index: Crimmins, Michael T.; DeLoach, Joe A. Journal of the American Chemical Society, 1986 , vol. 108, # 4 p. 800 - 806

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Citation Number: 81

Abstract

Conclusions (Ferra-P-diketonato) BF, complexes having alkenyl substituents on the ferra- chelate ring react as activated dienophiles in Diels-Alder cycloaddition reactions. In this study, ten such Diels-Alder adducts have kn prepared and characterized. The regioselectivity of these cycloadditions is very high and follows the regiochemistry exhibited by methyl methacrylate in analogous Diels-Alder reactions. Furthermore, due to the highly ...