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

DOI: 10.1016/S0040-4039(00)92691-1

Source and publish data:

Tetrahedron Letters p. 3301 - 3304 (1991)

Update date:2022-07-29

Topics:

Authors:

Astleford, Bret

Weigel, Leland O.

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Article abstract of DOI:10.1016/S0040-4039(00)92691-1

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.

Full text of DOI:10.1016/S0040-4039(00)92691-1

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