Published in
Beilstein-Institut, Beilstein Journal of Organic Chemistry, (14), p. 2949-2955, 2018
DOI: 10.3762/bjoc.14.274
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Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step
Journal article published in 2018 by
Pierre-Antoine Nocquet,
Aurélie Macé 
,
Frédéric Legros,
Jacques Lebreton,
Gilles Dujardin,
Sylvain Collet ,
Arnaud Martel,
Bertrand Carboni ,
François Carreaux
,
Frédéric Legros,
Jacques Lebreton,
Gilles Dujardin,
Sylvain Collet ,
Arnaud Martel,
Bertrand Carboni ,
François Carreaux
This paper is made freely available by the publisher.
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Abstract
In this paper, a new access to several chiral 3-aminoglycals as potential precursors for glycosylated natural products is reported from a common starting material, (−)-methyl-L-lactate. The stereodivergent strategy is based on the implementation of a ring-closing metathesis of vinyl ethers as key step of reaction sequences developed.