Next Article in Journal
G-Quadruplex Guanosine Gels and Single Walled Carbon Nanotubes
Previous Article in Journal
A Triple Staining Method for Accurate Cell Cycle Analysis Using Multiparameter Flow Cytometry
Article Menu

Export Article

Open AccessArticle
Molecules 2013, 18(12), 15422-15433; doi:10.3390/molecules181215422

Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols

1
Department of Applied Chemistry, China Agricultural University, 2 West Yuanmingyuan Road, Beijing 100193, China
2
Yanlin Agriculture Bureau, 20 Huadu Avenue, Yanlin 461200, Henan, China
*
Authors to whom correspondence should be addressed.
Received: 18 November 2013 / Revised: 28 November 2013 / Accepted: 29 November 2013 / Published: 11 December 2013
View Full-Text   |   Download PDF [337 KB, uploaded 18 June 2014]   |  

Abstract

The enantioselective addition of phenylethynylzinc to aldehydes catalyzed by a series of cyclopropane-based amino alcohol ligands 7 was investigated. The reactions afforded chiral propargylic alcohols in high yields (up to 96%) and with excellent enantioselectivities (up to 98% ee) under mild conditions. Furthermore, studies on the structural relationship show that the matching of the chiral center configuration is crucial to obtain the high enantioselectivity.
Keywords: alkynylation; aldehydes; cyclopropane-based; amino alcohols; asymmetric catalysis alkynylation; aldehydes; cyclopropane-based; amino alcohols; asymmetric catalysis
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Supplementary material

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Zheng, B.; Li, Z.; Liu, F.; Wu, Y.; Shen, J.; Bian, Q.; Hou, S.; Wang, M. Highly Enantioselective Addition of Phenylethynylzinc to Aldehydes Catalyzed by Chiral Cyclopropane-Based Amino Alcohols. Molecules 2013, 18, 15422-15433.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top