Halocycloalkenones as Diels鈥揂lder Dienophiles. Applications to Generating Useful Structural Patterns

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• 作者：Audrey G. Ross ; Steven D. Townsend ; Samuel J. Danishefsky
• 刊名：The Journal of Organic Chemistry
• 出版年：2013
• 出版时间：January 4, 2013
• 年：2013
• 卷：78
• 期：1
• 页码：204-210
• 全文大小：367K
• 年卷期：v.78,no.1(January 4, 2013)
• ISSN：1520-6904

文摘

Halocycloalkenones are demonstrated to function as potent dienophiles in inter- and intramolecular Diels鈥揂lder cycloadditions. We have found 2-brominated cycloalkenone dienophiles to be both highly endo selective and significantly more reactive than their nonhalogenated parent compounds. A method for the facile conversion of brominated cyclobutanone DA adducts to synthetically useful cyclopropyl functional handles is described.