期刊
ORGANIC LETTERS
卷 21, 期 14, 页码 5438-5442出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01675
关键词
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资金
- National Natural Science Foundation of China [21202059]
- China Postdoctoral Science Foundation [2013M541287]
- Jilin Province Science & Technology Development Program [20100538, 20110436, 201215033]
Imidodiphosphoric acids were employed to catalyze inverse-electron-demand hetero-Diels Alder reaction of beta,gamma-unsaturated alpha-ketoesters and 3-vinylindoles. A series of optically active 3,4-dihydro-2H-pyran derivatives with three contiguous stereogenic centers was synthesized in excellent yields (70-99%), diastereoselectivities (>20:1), and enantioselectivities (73-99%). The resulting indole containing 3,4-dihydro-2H-pyran could be converted to tetrahydropyran derivatives, which appear in several biological active compounds by simple hydrogenation reduction.
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