Conformationally gated fragmentations and rearrangements promoted by interception of the Bergman cyclization through intramolecular H-abstraction: a possible …

A Baroudi, J Mauldin, IV Alabugin

文献索引：Baroudi, Abdulkader; Mauldin, Justin; Alabugin, Igor V. Journal of the American Chemical Society, 2010 , vol. 132, # 3 p. 967 - 979

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被引用次数: 37

摘要

A variety of fragmentations and rearrangements can follow Bergman cyclization in enediynes equipped with acetal rings mimicking the carbohydrate moiety of natural enediyne antibiotics of the esperamicine and calchiamicine families. In the first step of all these processes, intra molecular H-atom abstraction efficiently intercepts the p-benzyne product of the Bergman cyclization through a six-membered TS and transforms the p- ...