Tetrahedron Letters p. 3301 - 3304 (1991)
Update date:2022-07-29
Topics:
Astleford, Bret
Weigel, Leland O.
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.
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