Synthesis ( IF 2.2 ) Pub Date : 2009-05-19 , DOI: 10.1055/s-0029-1216823 Shu-Li You , Wen-Bo Liu , Hu He , Li-Xin Dai
A series of novel phosphoramidite ligands were synthesized from enantiopure BINOL and 2-methylindoline or 2-methyl-1,2,3,4-tetrahydroquinoline. These ligands were found to be efficient in iridium-catalyzed Friedel-Crafts reaction of indoles with allylic carbonates, affording branched products with high regio- and enantioselectivities. Strikingly, these ligands were demonstrated to be superior to the Feringa ligands when the ortho-substituted cinnamyl carbonates were used.
allylic alkylation - Friedel-Crafts reaction - indoles - iridium - phosphoramidites
中文翻译:
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2-甲基吲哚啉和2-甲基1,2,3,4-四氢喹啉衍生的亚磷酰胺的合成及其在铱催化的吲哚烯丙基烷基化中的应用
从对映体纯的BINOL和2-甲基二氢吲哚或2-甲基-1,2,3,4-四氢喹啉合成了一系列新的亚磷酰胺配体。发现这些配体在吲哚与铱的碳酸烯丙酯的铱催化的Friedel-Crafts反应中是有效的,从而提供具有高区域选择性和对映选择性的支化产物。令人惊讶的是,当使用邻位取代的肉桂基碳酸酯时,证明这些配体优于Feringa配体。
烯丙基烷基化-Friedel-Crafts反应-吲哚-铱-亚磷酰胺