期刊
TETRAHEDRON
卷 67, 期 10, 页码 1768-1773出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.01.036
关键词
Rauhut-Currier reaction; Cyclization reaction; Activated alkenes; 3,4-Dihydropyrans
资金
- National Basic Research Program of China (973 Program) [2010CB833300]
- National Natural Science Foundation of China [21032006, 20875097, 21002118]
- Excellent Young Scholars Foundation of NNSF
A novel tandem cross-Rauhut-Currier/cyclization reaction between alpha,beta-unsaturated ketones was developed. Using DABCO (20 mol %) as the catalyst, a series of densely functionalized 3,4-dihydropyrans were obtained in excellent yields and stereoselectivities (up to 98% yield, >99:1 dr). A tentative catalytic cycle was proposed with key intermediates confirmed by ESIMS studies. (C) 2011 Elsevier Ltd. All rights reserved.
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