铑催化的 3-酰氧基-1,4-烯炔（ACEs）和炔烃的分子内[5+2]环加成反应中的手性转移：对映富集的双环[5.3.0]癸三烯的合成。
Transfer of chirality in the rhodium-catalyzed intramolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes (ACEs) and alkynes: synthesis of enantioenriched bicyclo[5.3.0]decatrienes.
机构信息
School of Pharmacy, University of Wisconsin, Madison, WI 53705-2222 (USA).
出版信息
Angew Chem Int Ed Engl. 2013 Dec 16;52(51):13601-5. doi: 10.1002/anie.201306919. Epub 2013 Oct 21.
Abstract
Chiral bicycles: Enantioenriched bicyclo[5.3.0]decatrienes were prepared from readily available chiral 3-acyloxy-1,4-enynes (ACEs) for the first time. In most cases, the chirality of the ACEs could be transferred to the bicyclic products with high efficiency. Inversion of the configuration was observed, thus confirming the predictions of previous computational studies.
摘要
手性双环[5.3.0]癸三烯：首次从易得的手性 3-酰氧基-1,4-烯炔（ACE）制备出非对映富集的双环[5.3.0]癸三烯。在大多数情况下，ACE 的手性可以高效地转移到双环产物中。观察到构型的反转，从而证实了先前计算研究的预测。
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