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Stereoselective Total Synthesis (stereoselective + total_synthesis)

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Chemistry100%

Selected Abstracts

Short and Stereoselective Total Synthesis of ,-11,13-Didehydroguaianes and -guaianolides: Synthesis of (±)-Achalensolide and (±)-Pechueloic Acid; Revision of the Structure of (+)-Rupestonic Acid,

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 22 2009
Thomas Sainte-Luce Banchelin
Abstract (±)-Pechueloic acid (1), (±)-rupestonic acid (3), and (±)-achalensolide (5) (guaian-8,12-olide class) were prepared stereoselectively in only nine steps from the commercially available tropylium cation via central intermediate 6, which is used as a general and efficient precursor to bicyclo[5.3.0]decane sesquiterpenes. The method does not require function protection. It is highly regio- and stereoselective thanks to an efficient C-1 epimerization, a selective C-8,9 hydrogenation, and a stereocontrolled 1,6 conjugate addition of an acrylate equivalent. These ,-11,13-didehydroguaianes and-guaianolides are good Michael acceptors and hence biologically active. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source]

Stereoselective Total Synthesis of Xestodecalactone C

HELVETICA CHIMICA ACTA, Issue 9 2009
Karuturi Rajesh
Abstract A simple and highly efficient stereoselective total synthesis of xestodecalactone C (IIb), a polyketide natural product, was achieved (Scheme,2). The synthesis involved Keck's asymmetric allylation, a iodine-induced electrophilic cyclization, and an intramolecular Friedel,Crafts acylation as key steps. [source]

A Short, Efficient, and Stereoselective Total Synthesis of a Pyrrolidine Alkaloid: (-)-Codonopsinine.

CHEMINFORM, Issue 31 2007
Jangari Santhosh Reddy
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF. [source]

Stereoselective Total Synthesis of Dihydrocorynantheol.

CHEMINFORM, Issue 3 2003
Alexander Deiters
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

Stereoselective Total Synthesis of (.+-.)-Homochelidonine.

CHEMINFORM, Issue 50 2002
Makoto Yoshida
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

Stereoselective Total Synthesis of Xestodecalactone C

HELVETICA CHIMICA ACTA, Issue 9 2009
Karuturi Rajesh
Abstract A simple and highly efficient stereoselective total synthesis of xestodecalactone C (IIb), a polyketide natural product, was achieved (Scheme,2). The synthesis involved Keck's asymmetric allylation, a iodine-induced electrophilic cyclization, and an intramolecular Friedel,Crafts acylation as key steps. [source]

Total Synthesis and Biological Assessment of Benzimidazole-Based Analogues of Epothilone A: Ambivalent Effects on Cancer Cell Growth Inhibition

CHEMBIOCHEM, Issue 1 2006
Fréderic Cachoux Dr.
Benzimidazole-based analogues of cis - and trans -Epo A, 2 and 3, have been prepared through stereoselective total synthesis. Both compounds are highly potent antiproliferative agents, but the effects of side-chain replacement on cellular activity are ambivalent. While significantly enhanced potency is observed against a drug-sensitive human cancer cell line, 2 and 3 more susceptible to P-gp-mediated drug efflux than Epo A or trans -Epo A. [source]