An efficient stereoselective synthesis of (2S,4S,5R)-(-)- and (2R,4R,5S)-(+)-bulgecinine

Chavan, Subhash P, Praveen, Cherukupally, Sharma, Pallavi and Kalkote, U. R. (2005) An efficient stereoselective synthesis of (2S,4S,5R)-(-)- and (2R,4R,5S)-(+)-bulgecinine. Tetrahedron Letters, 46 (3). pp. 439-441. ISSN 0040-4039

Full content URL: http://dx.doi.org/10.1016/j.tetlet.2004.11.101

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Abstract

A short synthetic route to ()-and (+)-bulgecinine, the amino acid moiety of the bulgecins was achieved from the readily
available nonchiral pool starting material cis-2-butene-1,4-diol in which a Claisen orthoester rearrangement and a Sharpless asymmetric dihydroxylation were used as the key steps.

Additional Information:A short synthetic route to ()-and (+)-bulgecinine, the amino acid moiety of the bulgecins was achieved from the readily available nonchiral pool starting material cis-2-butene-1,4-diol in which a Claisen orthoester rearrangement and a Sharpless asymmetric dihydroxylation were used as the key steps.
Keywords:Bulgecinine
Subjects:F Physical Sciences > F160 Organic Chemistry
Divisions:College of Science > School of Life Sciences
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ID Code:7115
Deposited On:21 Dec 2012 10:21

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