location: Current position: Home >> Scientific Research >> Paper Publications

Assembly of Indolenines, 3-Amino Oxindoles, and Aldehydes into Indolenine-Substituted Spiro[pyrrolidin-2,3 '-oxindoles] via 1,3-Dipolar Cycloaddition with Divergent Diastereoselectivities

Hits:

Indexed by:期刊论文

Date of Publication:2017-04-21

Journal:JOURNAL OF ORGANIC CHEMISTRY

Included Journals:EI、PubMed、SCIE

Volume:82

Issue:8

Page Number:4317-4327

ISSN No.: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.

Pre One:C-H Activation of Cp* Ligand Coordinated to Ruthenium Center: Synthesis and Reactivity of a Thiolate-Bridged Diruthenium Complex Featuring Fulvene-like Cp* Ligand

Next One:Asymmetric [3+2] Cycloaddition of 3-Amino Oxindole-Based Azomethine Ylides and alpha,beta-Enones with Divergent Diastereocontrol on the Spiro[pyrrolidine-oxindoles]