7443-72-3Relevant articles and documents
Total synthesis with a chirogenic opening move demonstrated on steroids with estrane or 18a-homoestrane skeleton
Quinkert,Del Grosso,Doring,Doring,Schenkel,Bauch,Dambacher,Bats,Zimmermann,Durner
, p. 1345 - 1391 (2007/10/02)
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 formation of the desired adducts does occur. Efficient total syntheses of 2 and 3a have been accomplished.
Totally synthetic steroid hormones. 13. The chemical resolution of some racemic estrane, 13-beta-ethylgonane, and 13-beta-n-propylgonane derivatives and the preparation of some estrane and 13-beta-ethylgonane derivatives of unnatural configuration.
Buzby Jr.,Hartley,Hughes,Smith,Gadsby,Jansen
, p. 199 - 204 (2007/10/06)
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