@article { ISI:000256613900001,
	title = {Unusual addition of amines to C-2 of vinyl sulfone-modified-beta-D-pent-2-enofuranosyl carbohydrates: synthesis of a new class of beta-anomeric 2-amino-2,3-dideoxy-D-threo-pentofuranosides},
	journal = {Carbohydrate Research},
	volume = {343},
	number = {8},
	year = {2008},
	month = {JUN},
	pages = {1287-1296},
	publisher = {ELSEVIER SCI LTD},
	type = {Article},
	address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, OXON, ENGLAND},
	abstract = {<p>When 3-C-sulfonyl-pent-2-enofuranosides and 3-C-sulfonyl-hex-2-enofuranosides were reacted with primary and secondary amines, only the beta-anomeric methoxy group of the pent-2-enofuranoside did not cause any hindrance to incoming nitrogen nucleophiles. This resulted in the {\textquoteleft}unusual{\textquoteright} addition of amines, in which the diastereoselectivity of the reaction was overwhelmingly in favor of amino sugars of the D-arabino configuration. Selected products were desulfonylated to obtain a new class of beta-anomeric 2-amino-2,3-dideoxy-D-threo-pentofuranosides. (C) 2008 Elsevier Ltd. All rights reserved.</p>},
	keywords = {amino sugars, deoxyaminosugars, desulfonylation with Mg-MeOH-NiBr(2), diastereoselective Michael addition, vinyl sulfone-modified carbohydrates},
	issn = {0008-6215},
	doi = {10.1016/j.carres.2008.03.022},
	author = {Das, Indrajit and Suresh, Cheravakkattu G. and Decout, Jean-Luc and Pathak, Tanmaya}
}
