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2004
Amino acids
U 0400
Extending Pummerer Reaction Chemistry. Application to the Oxidative Cyclizaof Tryptophan Derivatives. — Several strategies for the oxidative cyclization of
50- 158 tion
the title compounds are presented. It is demonstrated for the first time, that the biomimetic oxidative cyclization of tryptophan derivative to form the butyrolactone product
can be achieved with both high and predictable stereochemical control using the variant
of the Pummerer reaction. The products represent the oxindole core of the proteosome
inhibitor TMC-95A. — (FELDMAN*, K. S.; KARATJAS, A. G.; Org. Lett. 6 (2004)
17, 2849-2852; Dep. Chem., Pa. State Univ., University Park, PA 16802, USA; Eng.)
— Steudel
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