Total synthesis and antifungal activity of (2S, 3R)-2-aminododecan-3-ol

…, RBN Prasad, M Poornima, CG Kumar

Index: Vijai Kumar Reddy; Prabhavathi Devi; Prasad; Poornima; Ganesh Kumar Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 14 p. 4678 - 4680

Full Text: HTML

Citation Number: 8

Abstract

We report the total synthesis of (2S, 3R)-2-aminododecan-3-ol has been achieved starting from commercially available 10-undecenoic acid. The key steps involved are Sharpless asymmetric epoxidation, Miyashita's boron-directed C-2 regioselective azidolysis, generated the asymmetric centers and in situ detosylation and reduction of azido tosylate. The antifungal activity of the synthesized (2S, 3R)-2-aminododecan-3-ol was evaluated on ...

Related Articles:

A mild and efficient protocol for the conversion of carboxylic acids to olefins by a catalytic decarbonylative elimination reaction

[Goossen, Lukas J.; Rodriguez, Nuria Chemical Communications, 2004 , # 6 p. 724 - 725]

Lithium aluminum hydride reduction of allylic substrates. Notable leaving group effects on the product regiochemistry

[Hirabe, Tomoatsu; Nojima, Masatomo; Kusabayashi, Shigekazu Journal of Organic Chemistry, 1984 , vol. 49, # 21 p. 4084 - 4086]

Unsaturated sulfinamides III. Conversion of several 4-(2'-alkenesulfinyl)-morpholines into the corresponding sulfinate esters, unsymmetrical bisallylic sulfones and …

[Baudin, Jean-Bernard; Julia, Sylvestre A. Tetrahedron Letters, 1988 , vol. 29, # 26 p. 3255 - 3258]

Preparation of 1-alkenes by the palladium-catalyzed hydrogenolysis of terminal allylic carbonates and acetates with formic acid-triethylamine

[Tsuji, Jiro; Minami, Ichiro; Shimizu, Isao Synthesis, 1986 , # 8 p. 623 - 627]

Ligandless Iron??Catalyzed Desulfinylative C–C Allylation Reactions using Grignard Reagents and Alk??2??enesulfonyl Chlorides

[Volla, Chandra M. R.; Markovic, Dean; Dubbaka, Srinivas Reddy; Vogel, Pierre European Journal of Organic Chemistry, 2009 , # 36 p. 6281 - 6288]

More Articles...