Tetrahedron

Studies on the intramolecular cycloaddition reaction of isomünchnones derived from N-alkenyl substituted diazoimides

A Padwa, DJ Austin, AT Price, MD Weingarten

文献索引：Padwa; Austin; Price; Weingarten Tetrahedron, 1996 , vol. 52, # 9 p. 3247 - 3260

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被引用次数: 29

摘要

A series of N-alkenyl substituted diazoimides were prepared and subjected to Rh (II) catalyzed decomposition. The initially generated rhodium carbenoid undergoes ready cyclization onto the neighboring amide carbonyl oxygen atom to generate an isomünchnone intermediate. Subsequent 1, 3-dipolar cycloaddition across the pendant olefin affords the cycloadduct in high yield. The stereochemical assignment of several of the cycloadducts ...