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A convenient and facile chemo- and regioselective oxidation of the allylic methylene group in a 2-phospholene ring system afforded the novel carbonyl derivatives of 2-phospholenes (2a–i). The method gives high conversion and selectivity in the formation of allylic ketones. The advantages of this oxidation method in such a five-membered pseudo sugar 2-phospholene ring are mentioned, and the oxidation is examined on several substituted 2-phospholenes (1a–i). © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:320–325, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10154

Several new classes of deoxy phospha sugar derivatives, analogs of normal sugar derivatives, were conveniently synthesized using 1‐methoxy‐2‐phospholene 1‐oxide as a starting material. All compounds were structurally characterized by their spectral data, and stereochemistry was determined by spectral and X‐ray crystallographic analyses.

A novel and facile synthetic method is described in the synthesis of several deoxy phospha sugar–sugar disaccharides, analogs of normal sugar disaccharides by treatment of (±)-2-bromo-3-methoxy-1-phenylphospholane 1-oxide with several pentose and hexose sugar acetonides.