Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 8
201
Views
10
CrossRef citations to date
0
Altmetric
Original Articles

Studies on the Synthesis of Novel Chiral Naphthylene Bisoxazoline Ligands

, , &
Pages 1275-1283 | Received 02 Apr 2002, Published online: 15 Aug 2006
 

Abstract

The synthesis of chiral C 2-symmetric substituted bisoxazoline ligands containing naphthalene group were investigated. Ethyl 2,3-naphthylene-dicarboxylate reacted with amino alcohols and the resulting amides were treated with SOCl2 and then reacted with Et3N in toluene to afford the desired bisoxazolines. 2,3-Naphthylenedicarbonitrile reacted with amino alcohol give N- (1′-phenyl-2′-hydroxyethyl)-2,3-naphthylenedicarboximide 1. The 2,3-naphthylenedicarboxylic acid reacted with thionyl chloride give the 2,3-Naphthalenedicarboxylic acid cyclic anhydride rather than corresponding 2,3-naphthalenedicarboxylic acid dichloride, the former reacted with amino alcohol also give compound 1. The later two strategies cannot give the target bisoxazoline.

Acknowledgment

This work was supported by the National Natural Science Foundation of China (Grant No. 20172001). Visiting Scholar from Wenzhou Medical College, Wenzhou, Zhejiang, P.R. China.

Log in via your institution

Log in to Taylor & Francis Online

PDF download + Online access

  • 48 hours access to article PDF & online version
  • Article PDF can be downloaded
  • Article PDF can be printed
USD 61.00 Add to cart

Issue Purchase

  • 30 days online access to complete issue
  • Article PDFs can be downloaded
  • Article PDFs can be printed
USD 422.00 Add to cart

* Local tax will be added as applicable

Related Research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.