Journal
TETRAHEDRON
Volume 67, Issue 10, Pages 1774-1780Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.01.043
Keywords
Michael addition; Enantioselectivity; Trichloromethyl ketones; Dihydropyrans; Bifunctional organocatalysts
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Funding
- National Basic Research Program of China (973 Program) [2010CB833300]
- National Natural Science Foundation of China [20172064, 203900502, 20532040Y]
- QT Program
- Shanghai Natural Science Council
- Excellent Young Scholars Foundation of National Natural Science Foundation of China [20525208]
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The enantioselective Michael addition of alpha-cyanoketones to alpha,beta-unsaturated trichloromethyl ketones was firstly reported. With a phenylalanine-derived bifunctional piperazine/thiourea catalyst, a series of alpha-trichloromethyldihydropyrans were obtained with up to 95% ee and 99% yield. (C) 2011 Elsevier Ltd. All rights reserved.
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