Diastereoselective addition of alkynylalanes to carbohydrate-derived nitrones

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Title: Diastereoselective addition of alkynylalanes to carbohydrate-derived nitrones
Authors: Pillard, Christelle1, Desvergnes, Valérie2 v.desvergnes@ism.u-bordeaux1.fr, Py, Sandrine1 sandrine.py@ujf-grenoble.fr
Source: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Aug2007, Vol. 48 Issue 35, p6209-6213. 5p.
Subjects: Alkanes, Organic compounds, Chemical reactions, Organic chemistry
Abstract: Abstract: Propargylic N-hydroxypyrrolidines were prepared by diastereoselective addition of pre-formed alkynylalanes to various highly functionalized carbohydrate-derived endocyclic nitrones. Excellent diastereoisomeric excesses were obtained using dimethyl-2-phenylethynylalane. Addition of other alkynylalane derivatives to such type of nitrones is also reported. [Copyright &y& Elsevier]
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Abstract:Abstract: Propargylic N-hydroxypyrrolidines were prepared by diastereoselective addition of pre-formed alkynylalanes to various highly functionalized carbohydrate-derived endocyclic nitrones. Excellent diastereoisomeric excesses were obtained using dimethyl-2-phenylethynylalane. Addition of other alkynylalane derivatives to such type of nitrones is also reported. [Copyright &y& Elsevier]
ISSN:00404039
DOI:10.1016/j.tetlet.2007.06.083