Readily accessible 9-epi-amino cinchona alkaloid derivatives promote efficient, highly enantioselective additions of aldehydes and ketones to nitroolefins

Readily accessible 9-epi-amino cinchona alkaloid derivatives promote efficient, highly enantioselective additions of aldehydes and ketones to nitroolefins
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DOI:
10.1021/ol0628006
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发表时间:
2007-02-15
期刊:
影响因子:
5.2
通讯作者:
Connon, Stephen J.
Connon, Stephen J.
中科院分区:
化学1区
文献类型:
--
作者:
McCooey, Seamus H.;Connon, Stephen J.

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简单的金鸡纳生物碱衍生物,可通过一锅程序从市售的原料,已被证明促进高度对映体和非对映体选择性的迈克尔型加成反应之间的烯醇化羰基化合物和硝基烯烃的广泛范围。还评估了C-9处的绝对和相对立体化学对催化剂性能的影响。
Simple cinchona alkaloid derivatives, available via a one-pot procedure from commercially available starting materials, have been shown to promote highly enantio- and diastereoselective Michael-type addition reactions between enolizable carbonyl compounds and nitroalkenes of broad scope. The influence of both the absolute and relative stereochemistry at C-9 on catalyst performance has also been assessed.