Base and copper(I) catalyzed Mannich, alkyne hydroamination cascades for the direct synthesis of 2-methylenepyrrolidines

Hai-Fei Wang; Ting Yang; Peng-Fei Xu; Darren J Dixon

doi:10.1039/b905629g

Base and copper(I) catalyzed Mannich, alkyne hydroamination cascades for the direct synthesis of 2-methylenepyrrolidines

Chem Commun (Camb). 2009 Jul 14:(26):3916-8. doi: 10.1039/b905629g. Epub 2009 Jun 1.

Authors

Hai-Fei Wang¹, Ting Yang, Peng-Fei Xu, Darren J Dixon

Affiliation

¹ State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, PR China.

PMID: 19662251
DOI: 10.1039/b905629g

Abstract

An efficient, simple-to-perform, one-pot reaction cascade to 2-methylenepyrrolidines from p-toluenesulfonyl protected imines and propargylated malonates under a combination of base and copper(I) catalysis is reported.

Publication types

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

MeSH terms

Alkynes / chemistry*
Amination
Catalysis
Copper / chemistry*
Imines / chemistry
Malonates / chemistry
Mannich Bases / chemistry*
Pyrrolidines / chemistry*

Substances

Alkynes
Imines
Malonates
Mannich Bases
Pyrrolidines
Copper