期刊
ISCIENCE
卷 23, 期 2, 页码 -出版社
CELL PRESS
DOI: 10.1016/j.isci.2020.100873
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资金
- Singapore National Research Foundation, Prime Minister's Office [R-143-000-A15-281]
- National University of Singapore [R-143-000695-114, C-141-000-092-001]
- National Natural Science Foundation of China [21672158, 21702077]
Chiral phosphoric acid-catalyzed highly enantioselective formal [3 + 2] cycloaddition reaction of azoalkenes with 3-vinylindoles has been established. Under mild conditions, the projected cydoaddition proceeded smoothly, affording a variety of 2,3-dihydropyrroles in high yields and excellent enantioselectivities, and also in a diastereospecific manner. As opposed to the common 4-atom synthons in the previous literature reports, azoalkenes served as 3-atom synthons. Besides, the observed selectivity was supported by primary theoretical calculation. The unique chemistry of azoalkenes disclosed herein will empower asymmetric synthesis of nitrogen-containing ring structural motifs in a broader context.
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