Tags

Type your tag names separated by a space and hit enter

One-pot tandem diastereoselective and enantioselective synthesis of functionalized oxindole-fused spiropyrazolidine frameworks.
Chemistry. 2014 Oct 06; 20(41):13136-42.C

Abstract

A highly efficient palladium(0)-catalyzed asymmetric [3+2] cycloaddition using 3-diazooxindoles serving as dipolarophiles affords functionalized pyrazolidine derivatives in an atom-economical way. In addition, by trapping the pyrazolidine derivatives with maleimides, the corresponding spiropyrazolidine oxindoles containing multiple stereogenic centers have been obtained in high yields along with moderate to good levels of diastereoselectivity and enantioselectivity under mild conditions. Thus, a novel three-component one-pot tandem reaction has been developed.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Mei LY
Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237 (China).
Tang XY
No affiliation info available
Shi M
No affiliation info available

MeSH

CatalysisCycloaddition ReactionIndolesOxindolesPalladiumPyrazolesSpiro CompoundsStereoisomerism

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

25169758

Citation

Mei, Liang-Yong, et al. "One-pot Tandem Diastereoselective and Enantioselective Synthesis of Functionalized Oxindole-fused Spiropyrazolidine Frameworks." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 20, no. 41, 2014, pp. 13136-42.
Mei LY, Tang XY, Shi M. One-pot tandem diastereoselective and enantioselective synthesis of functionalized oxindole-fused spiropyrazolidine frameworks. Chemistry. 2014;20(41):13136-42.
Mei, L. Y., Tang, X. Y., & Shi, M. (2014). One-pot tandem diastereoselective and enantioselective synthesis of functionalized oxindole-fused spiropyrazolidine frameworks. Chemistry (Weinheim an Der Bergstrasse, Germany), 20(41), 13136-42. https://doi.org/10.1002/chem.201403990
Mei LY, Tang XY, Shi M. One-pot Tandem Diastereoselective and Enantioselective Synthesis of Functionalized Oxindole-fused Spiropyrazolidine Frameworks. Chemistry. 2014 Oct 6;20(41):13136-42. PubMed PMID: 25169758.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - One-pot tandem diastereoselective and enantioselective synthesis of functionalized oxindole-fused spiropyrazolidine frameworks. AU - Mei,Liang-Yong, AU - Tang,Xiang-Ying, AU - Shi,Min, Y1 - 2014/08/28/ PY - 2014/06/16/received PY - 2014/8/30/entrez PY - 2014/8/30/pubmed PY - 2015/6/3/medline KW - ligands KW - oxindoles KW - palladium KW - pyrazolidines KW - tandem reactions SP - 13136 EP - 42 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 20 IS - 41 N2 - A highly efficient palladium(0)-catalyzed asymmetric [3+2] cycloaddition using 3-diazooxindoles serving as dipolarophiles affords functionalized pyrazolidine derivatives in an atom-economical way. In addition, by trapping the pyrazolidine derivatives with maleimides, the corresponding spiropyrazolidine oxindoles containing multiple stereogenic centers have been obtained in high yields along with moderate to good levels of diastereoselectivity and enantioselectivity under mild conditions. Thus, a novel three-component one-pot tandem reaction has been developed. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/25169758/One_pot_tandem_diastereoselective_and_enantioselective_synthesis_of_functionalized_oxindole_fused_spiropyrazolidine_frameworks_ DB - PRIME DP - Unbound Medicine ER -
Grapherence [↓2]

Related Citations

More