期刊
ASIAN JOURNAL OF ORGANIC CHEMISTRY
卷 7, 期 8, 页码 1595-1599出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201800240
关键词
diastereoselectivity; domino reactions; Lewis bases; carbonates; isatins; spiro compounds
资金
- CSIR, Government of India [02(0273)/16/EMR-II]
The present paper reports an efficient, organocatalytic, environmentally friendly and stereoselective [3+3] one-pot allylic alkylation/oxa-Michael reaction by involving a wide range of Morita-Baylis-Hillman (MBH) carbonates of isatins and several pharmacologically attractive enolizable C-H activated cyclic carbonyl compounds such as 1,3-binucleophiles, namely pyrazolones, isoxazolones, 4-hydroxyxoumarins, 4-hydroxy-6-methyl-alpha-pyrone, lawsone and dimedone in a biomass-derived 2-MeTHF as green solvent catalyzed by DABCO as a solid Lewis-base catalyst. This protocol delivers a unique class of medicinally promising spirooxindole-fused-dihydropyran scaffolds.
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