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Stereoselective Sequential [4+2]/[2+2] Cycloadditions Involving 2-Alkenylindolenines: An Approach to Densely Functionalized Benzo[ b]indolizidines.

Release Time:2019-03-12  Hits:

Indexed by: Journal Article

Date of Publication: 2018-01-01

Journal: The Journal of organic chemistry

Included Journals: Scopus、SCIE、PubMed

Volume: 83

Issue: 9

Page Number: 5044-5051

ISSN: 1520-6904

Abstract: A stereoselective sequential [4+2]/[2+2] cycloaddition process involving 2-alkenylindolenines has been developed. This unprecedented protocol allows a rapid access to densely functionalized benzo[ b]indolizidines containing a fully substituted piperidine ring with five contiguous stereogenic centers in good yields with excellent diastereoselectivities. This finding demonstrated the unique synthetic utility of the 2-alkenylindolenine species in the construction of complex polycyclic N-heterocycles.

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