CYCLIZATION OF CARBONIUM TO CYCLOPROPANES1 - Journal of

Natalie James , Jessica M. Phillips , Fabrizio Roncaglia , Philip B. Sellars , Paul Wilson , and Hanmo Zhang ... Tingyu Li, Richard A. Lerner, and...
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June 5 , 1960

COMMUNICATIONS TO THE EDITOR

297 1

mental accuracy. Since the C-2 and C-4 hydroxyl CYCLOPROPASE FORMATION FROM DE-OXIDATION A N D DIgroups were methylated (hence, free), the C-3 AZOTIZATIOX REACTIOVS Cyclopropane in hydroxyl must have been bound in the glycoside Alcohola CnHlnproducts, So linkage and the C-5 hydroxyl in a pyranose ring, &Propyl None as shown in I and II.12 This result does not n-Propyl 10 however, establish definitely the ring form of ribose 2 n-Butyl in intact neomycin B ; this point and others deali-Butyl 4 ing with the stereochemistry of neosamine B and S-Butyl