Synthesis of triannulanes via intramolecular [2+ 1] cyclizations of large-ring cycloalkenes

JA Marshall, JC Peterson…

Index: Marshall,J.A.; Peterson,J.C.; Lebioda,L. Journal of the American Chemical Society, 1984 , vol. 106, p. 6006

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Citation Number: 15

Abstract

The former was prepared via intramolecular [2+ 11 cycloaddition of the carbene generated by photolysis of the a-diazo@-keto ester 43, followed by Dieckmann cyclization of the derived diester 45, and subsequent hydrolysis, decarboxylation, and oxidation. The [10.4. 41 homologue 60 was prepared via analogous [2+ 11 cyclization of the carbene derived from photolysis of the [10.9] betweenanene a-diazo@-diketone 59. This intermediate was ...