Assembly of Indolenines, 3-Amino Oxindoles, and Aldehydes into Indolenine-Substituted Spiro[pyrrolidin-2,3 '-oxindoles] via 1,3-Dipolar Cycloaddition with Divergent Diastereoselectivities
Release Time:2019-03-12 Hits:
Indexed by: Journal Article
Date of Publication: 2017-04-21
Journal: JOURNAL OF ORGANIC CHEMISTRY
Included Journals: SCIE、PubMed、EI
Volume: 82
Issue: 8
Page Number: 4317-4327
ISSN: 0022-3263
Abstract: A novel one-pot 1,3-dipolar cycloaddition of indolenines, 3-aminooxindoles, and aldehydes is reported. The reaction provides indolenine-substituted spiro [pyrrolidin-2,3 '-oxindoles] containing four contiguous stereogenic centers in high yields (up to 99%) and excellent diastereoselectivities (up to > 20:1 dr) under mild conditions. Remarkably, the inversion of diastereoselectivity could be readily achieved through slightly modifying the reaction conditions.
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