Total Synthesis with a Chirogenic Opening Move Demonstrated on Steroids with Estrane or 18a??Homoestrane Skeleton

…, GT Dambacher, JW Bats, G Zimmermann…

Index: Quinkert; Del Grosso; Doring; Schenkel; Bauch; Dambacher; Bats; Zimmermann; Durner Helvetica Chimica Acta, 1995 , vol. 78, # 5 p. 1345 - 1391

Full Text: HTML

Citation Number: 55

Abstract

Abstract A concept of first choice for the synthesis of the title compounds had been proposed by Dane in the late 1930s. It was soon turned down, because the opening move–a chirogenic Diels-Alder reaction–did not work. With Lewis acids as mediators, however, a successful start has been achieved now. With Ti complexes of chelating ligands (Seebach's TADDOLs (= α, α, α′, α′-tetraaryl-1, 3-dioxolane-4, 5-dimethanols)), enantioselective ...

Related Articles:

o-Iodoxybenzoic acid in dimethylformamide as a convenient reagent for the oxidation of alcohols to aldehydes and ketones

[Lapitskaya, Margarita A.; Vasiljeva, Ljudmila L.; Pivnitsky, Kasimir K. Mendeleev Communications, 2008 , vol. 18, # 6 p. 309 - 311]

New stereoselective synthesis of steroids

[Ito, Yoshihiko; Nakatsuka, Masashi; Saegusa, Takeo Journal of the American Chemical Society, 1981 , vol. 103, # 2 p. 476 - 477]

New stereoselective synthesis of steroids

[Journal of the American Chemical Society, , vol. 103, # 2 p. 476 - 477]

Microwave-assisted methylation of phenols with tetramethylammonium chloride in the presence of K 2 CO 3 or Cs 2 CO 3

[Maras, Nenad; Polanc, Slovenko; Kocevar, Marijan Tetrahedron, 2008 , vol. 64, # 51 p. 11618 - 11624]

New stereoselective synthesis of steroids

[Journal of the American Chemical Society, , vol. 103, # 2 p. 476 - 477]

More Articles...