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  • Exploring a benzyloxyaniline linker utilizing ceric ammonium nitrate (CAN) as a cleavage reagent: solid-phase synthesis of N-unsubstituted beta-lactams and secondary amides.

Exploring a benzyloxyaniline linker utilizing ceric ammonium nitrate (CAN) as a cleavage reagent: solid-phase synthesis of N-unsubstituted beta-lactams and secondary amides.

Organic letters (2001-06-30)
K H Gordon, S Balasubramanian
ABSTRACT

[figure: see text] A novel benzyloxyaniline linker that uses ceric ammonium nitrate (CAN) as a cleavage reagent is described. Its application in the solid-phase synthesis of N-unsubstituted beta-lactams and secondary amides furnishes compounds in moderate to excellent yield (45-91%) and high purity (93-99%).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ammonium cerium(IV) sulfate dihydrate
Sigma-Aldrich
Ammonium cerium(IV) sulfate dihydrate, ACS reagent, ≥94%
Sigma-Aldrich
Ammonium cerium(IV) sulfate dihydrate, puriss. p.a., ACS reagent, ≥98.0% (RT)