期刊
MOLECULES
卷 20, 期 8, 页码 13642-13658出版社
MDPI
DOI: 10.3390/molecules200813642
关键词
asymmetric organocatalysis; BrOnsted base; cinchona alkaloids; butenolides; 1-azadienes; diastereodivergence
资金
- NSFC [21302221]
An asymmetric annulation reaction of -butenolides and cyclic 1-azadienes containing a 1,2-benzoisothiazole-1,1-dioxide motif has been studied, proceeding in a tandem Michael addition-aza-Michael addition sequence. Endo-type cycloadducts bearing fused tetracyclic skeletons were isolated in fair yields and with high enantioselectivity (up to >99% ee) under the catalysis of modified cinchona alkaloid (DHQD)(2)PHAL. Besides, exo-type diastereomers could be produced using -isocupreidine (-ICD) as the catalyst, though with moderate enantioselectivity.
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