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Tetrahedron

Synthesis of (±)-2, 3-methanoproline: A novel inhibitor of ethylene biosynthesis

FL Switzer, H Van Halbeek, EM Holt, CH Stammer…

文献索引:Switzer, Frank L.; Halbeek, Herman Van; Holt, Elizabeth M.; Stammer, Charles H.; Saltveit, Mikal E. Tetrahedron, 1989 ,  vol. 45,  # 19  p. 6091 - 6100

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被引用次数: 29

摘要

The title compound, 2-aza-bicyclo [3.1. 0] hexane-1-carboxylic acid (2) was prepared by treatment of N-benzyloxycarbonyl-2, 3-dehydroproline tert-butyl ester with diazomethane followed by photolysis of the resulting pyrazoline and deprotection. Its N-acetyl-N′-methyl amide, a peptide mimic, was synthesized and the structure of was confirmed by X-ray diffraction studies. NMR spectroscopy was also used to examine the effect of the ...