Synthesis 2003(2): 0277-0287
DOI: 10.1055/s-2003-36844
PAPER
© Georg Thieme Verlag Stuttgart · New York

π-Deficient 2-(Arylsulfonyl)ethyl Esters as Protecting Groups for Carboxylic Acids

Diego A. Alonso, Carmen Nájera*, Montserrat Varea
Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Alicante, Apdo. 99, 03080 Alicante, Spain
Fax: +34(96)5903549; e-Mail: cnajera@ua.es;
Further Information

Publication History

Received 5 November 2002
Publication Date:
22 January 2003 (online)

Abstract

Several π-deficient 2-(arylsulfonyl)ethyl groups have been studied as carboxylic acid protecting groups. The 2-[3,5-bis(trifluoromethyl)phenylsulfonyl]ethyl group is the most easily removed protecting group for acids under mild basic conditions using aqueous NaHCO3.

8

Commercially available compounds.