Tetrahedron letters

Scope of phthalimido chemistry I. Extension of utility by conversion to the opcb protecting group.

B Astleford, LO Weigel

Index: Astleford, Bret; Weigel, Leland O. Tetrahedron Letters, 1991 , vol. 32, # 28 p. 3301 - 3304

Full Text: HTML

Citation Number: 5

Abstract

Abstract The scope of the phthalimido protecting group (PhthN-) is extended by reaction with pyrrolidine. The resulting o-pyrrolidinocarbonylbenzamide (“OPCB-”) represents a base/nucleophile stable derivative of the parent, which reverts to the imide form upon treatment with acid. This methodology allows utilization of this protecting group (as the OPCB form in synthetic sequences requiring basic/nucleophilic reaction conditions.

Related Articles:

Azodicarbonyl dimorpholide (ADDM): an effective, versatile, and water-soluble Mitsunobu reagent

[Lanning, Maryanna E.; Fletcher, Steven Tetrahedron Letters, 2013 , vol. 54, # 35 p. 4624 - 4628]

Synthesis and evaluation of some variants of the Nefkens' reagent

[Goodman, Cassie A.; Hamaker, Christopher G.; Hitchcock, Shawn R. Tetrahedron Letters, 2013 , vol. 54, # 45 p. 6012 - 6014]

Conformationally unambiguous spin labeling for distance measurements

[Sajid, Muhammad; Jeschke, Gunnar; Wiebcke, Michael; Godt, Adelheid Chemistry - A European Journal, 2009 , vol. 15, # 47 p. 12960 - 12962]

Synthesis and evaluation of some variants of the Nefkens' reagent

[Goodman, Cassie A.; Hamaker, Christopher G.; Hitchcock, Shawn R. Tetrahedron Letters, 2013 , vol. 54, # 45 p. 6012 - 6014]

The first preparation of α-functionalized benzylamine

[Cho, Su-Dong; Kim, Hyeung-Jae; Ahn, Chuljin; Falckb; Shin, Dong-Soo Tetrahedron Letters, 1999 , vol. 40, # 47 p. 8215 - 8217]

More Articles...