Cinchona-based squaramide-catalysed cascade aza-Michael-Michael addition: enantioselective construction of functionalized spirooxindole tetrahydroquinolines.

Cinchona-based squaramide-catalysed cascade aza-Michael-Michael addition: enantioselective construction of functionalized spirooxindole tetrahydroquinolines.
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DOI:
10.1039/c3cc44930k
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发表时间:
2013-09
影响因子:
4.9
通讯作者:
Wen Yang;D. Du
Wen Yang;D. Du
中科院分区:
化学2区
文献类型:
--
作者:
Wen Yang;D. Du

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本文报道了一种手性双功能叔胺-方酰胺催化剂催化的氮杂-Michael-Michael加成级联反应。该级联反应在温和的条件下进行良好,以优异的产率提供具有三个连续立构中心的高度官能化的螺羟吲哚四氢喹啉,具有优异的非对映选择性(>25:1dr)和高的对映选择性(高达94%ee)。
An efficient enantioselective cascade aza-Michael-Michael addition reaction catalysed by a chiral bifunctional tertiary amine-squaramide catalyst has been developed. This cascade reaction proceeded well under mild conditions, furnishing highly functionalized spirooxindole tetrahydroquinolines with three contiguous stereocenters in excellent yields with excellent diastereoselectivities (>25:1 dr) and high enantioselectivities (up to 94% ee).