@article { ISI:A1997XZ71900010,
	title = {Synthesis of cyclic phosphonate analogs of ribose and arabinose},
	journal = {JOURNAL OF ORGANIC CHEMISTRY},
	volume = {62},
	number = {20},
	year = {1997},
	month = {OCT 3},
	pages = {6722-6725},
	abstract = {The cyclic phosphonates of ribose and arabinose (phostones) 10-13 were synthesized by a Lewis acid-catalyzed addition of trimethyl phosphite to the partially protected D-threose 7 to give the acyclic phosphonates 8 and 9, This Abramov reaction was moderately stereoselective (3:1). A base-catalyzed cyclization of the mixture of 8 and 9 gave the four isomeric phosphonates 10-13, Two of the isomers, 10 and 11, could be crystallized from the reaction mixture, The stereochemistries of 11 and 16, the tribenzyl ether from 10, were proven by X-ray crystallography, and the stereochemistries of the other isomers and derivatives were determined by P-31 NMR chemical shift data, The X-ray data and solution NMR data indicate that these phostones and their derivatives exist exclusively in a chair conformation.},
	issn = {0022-3263},
	doi = {10.1021/jo9706382},
	author = {Harvey, TC and Simiand, C and Weiler, L and Withers, SG}
}
