Browse > Article

Facial Synthesis of Versatile Chiral ${\alpha},{\beta}$-Unsaturated Esters from Isopropylidenated D-Pyranopentoses  

Koh, Dong-Soo (Department of Applied Chemistry, Dongduk Women's University)
Publication Information
Journal of Applied Biological Chemistry / v.50, no.4, 2007 , pp. 296-300 More about this Journal
Keywords
${\alpha},{\beta}$-Unsaturated esters; Wittig reaction; chiral; isopropylidenation;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
연도 인용수 순위
1 Ager DJ, Prakash I, and Schaad DR (1996) 1,2-Amino alcohols and their heterocyclic derivatives as chiral auxiliaries in asymmetric synthesis. Chem Rev 96, 835-876   DOI   ScienceOn
2 Baskaran S, Baskaran C, Nadkarni PJ, Trivedi GK, and Chandrasekhar J (1997) Studies on cycloaddition reactions of 2,2-dimethyl-3,4-dihydro-2H-pyrrole N-oxide and N-(benzylidene)methylamine N-oxide with $\alpha,\beta$- unsaturated lactones and esters. Tetrahedron 53, 7057- 7076   DOI   ScienceOn
3 Enholm EJ and Trivellas A (1989) Samarium(II) iodide mediated transformation of carbohydrates to carbocycles. J Am Chem Soc 111, 6463-6465   DOI
4 Trost BM and Mignani SM (1986) A stereospecific palladium mediated [3+2] cycloaddition. Tetrahedron Lett 27, 4137-4140   DOI   ScienceOn
5 Koh D (2006) Stereoselective asymmetric Diels-Alder reaction of chiral lactone derived from D-glucose with cyclopentadiene. Agr Chem Biotechnol 49, 62-64   과학기술학회마을
6 Gelas J and Horton D (1975) Acetonation of D-ribose and D-arabinose with alkyl isopropenyl ethers. Carbohydr Res 45, 181-195   DOI   ScienceOn
7 Lim Y and Koh D (2005) Facial synthesis of versatile chiral norbornenes as leukotriene D4 antagonists from D-glucose. Agr Chem Biotechnol 48, 97-100
8 Reetz MT, Strack TJ, Mutulis F, and Goddard R (1996) Asymmetric dihydroxylation of chiral $\gamma-amino\;\alpha,\alpha-unsaturated$ esters: Turning the mismatched into the matched case via protective group tuning. Tetrahedron Lett 37, 9293-9296   DOI   ScienceOn
9 Harcken C and Martin SF (2001) Improved E-selectivity in the Wittig reaction of stabilized ylides with a-alkoxyaldehydes and sugar lactols. Org Lett 3, 3591-3593   DOI   ScienceOn
10 Kiso M and Hasegawa A (1976) Acetonation of some pentoses with 2,2-dimethoxypropane-N,N-dimethylformamide- p-toluenesulfonic acid. Carbohydr Res 52, 95-101   DOI   ScienceOn
11 Popsavin V, Grabez S, Popsavin M, Krstic I, Kojic V, Bogdanovic G, and Divjakovic V (2004) Wittig reaction with partially protected sugar lactol derivatives. Preparation of highly cytotoxic goniofufurone analogues. Tetrahedron Lett 45, 9409-9413   DOI   ScienceOn
12 Stork G and Kahn M (1983) A highly stereoselective osmium tetroxide-catalyzed hydroxylation of $\gamma-hydroxy\; \alpha,\beta-usaturated$ esters. Tetrahedron Lett 24, 3951-3954   DOI   ScienceOn
13 Herdeis C and Schiffer T (1999) Synthesis of nonracemic 2,3,6-trisubstituted piperidine derivatives from sugar lactones via tandem Wittig [2+3] cycloaddition reaction. A novel entry to Prosopis and Cassia alkaloids. Tetrahedron 55, 1043-1056   DOI   ScienceOn
14 Pellissier H (2006) Asymmetric domino reactions. Part A: Reactions based on the use of chiral auxiliaries. Tetrahedron 62, 1619-1665   DOI   ScienceOn
15 Barbat J, Gelas J, and Horton H (1983) Acetonation of Lfucose, L-rhamnose, and 2-deoxy-D-erythro-pentose under kinetically controlled conditions. Carbohydr Res 116, 312-316   DOI   ScienceOn