Kinetic resolution of racemic 2,3-allenoates by organocatalytic asymmetric 1,3-dipolar cycloaddition

Jie Yu; Wei-Jie Chen; Liu-Zhu Gong

doi:10.1021/ol101544c

Kinetic resolution of racemic 2,3-allenoates by organocatalytic asymmetric 1,3-dipolar cycloaddition

Org Lett. 2010 Sep 17;12(18):4050-3. doi: 10.1021/ol101544c.

Authors

Jie Yu¹, Wei-Jie Chen, Liu-Zhu Gong

Affiliation

¹ Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.

PMID: 20715835
DOI: 10.1021/ol101544c

Abstract

The kinetic resolution of racemic 2,3-allenoates was realized via 1,3-dipolar cycloaddition by using a bisphosphoric acid catalyst, affording the optically active 2,3-allenoates and 3-methylenepyrrolidine derivatives in high yields and enantioselectivities.

Publication types

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

MeSH terms

Catalysis
Cyclization
Kinetics
Models, Molecular
Molecular Structure
Naphthalenes / chemistry*
Stereoisomerism

Substances

Naphthalenes
allenolic acid