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Rhodium(III)-Catalyzed Alkenyl C–H Functionalization to Dienes and Allenes
Organic Letters ( IF 5.2 ) Pub Date : 2020-11-04 , DOI: 10.1021/acs.orglett.0c03126
Yuelu Zhu 1 , Feng Chen 1 , Donghui Cheng 2 , Ying Chen 1 , Xinyang Zhao 1 , Wei Wei 2, 3 , Yi Lu 1 , Jing Zhao 1, 3
Affiliation  

An oxyacetamide-directed Rh(III)-catalyzed Z-type alkenyl C–H functionalization through a rare exo-rhodacyle intermediate is described, forming multisubstituted dienes and allenes. A variety of alkenes and propargylic carbonate coupling partners are suitable for this transformation with high regio- and stereoselectivity. The synthetic utility is demonstrated by the selective late-stage modification of the Z-type natural products as well as the synthesis of the unnatural β-amino acid.

中文翻译:

铑(III)催化的烯基CH官能化为二烯和丙二烯

描述了一种氧乙酰胺定向的Rh(III)催化的Z型链烯基C–H通过稀有的exo- rhodacyle中间体进行官能化,形成多取代的二烯和亚芳基。多种烯烃和碳酸炔丙基酯偶合剂适用于具有高区域选择性和立体选择性的这种转化。Z型天然产物的选择性后期修饰以及非天然β-氨基酸的合成证明了合成的实用性。
更新日期:2020-11-21
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