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- Title
Total Synthesis with a Chirogenic Opening Move Demonstrated on Steroids with Estrane or 18a-Homoestrane Skeleton.
- Authors
Quinkert, Gerhard; Del Grosso, Michael; Döring, Astrid; Döring, Wolfgang; Schenkel, Ralf I.; Bauch, Markus; Dambacher, Gernot T.; Bats, Jan W.; Zimmermann, Gottfried; Dürner, Gerd
- 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 formation of the desired adducts does occur. Efficient total syntheses of 2 and 3a have been accomplished.
- Publication
Helvetica Chimica Acta, 1995, Vol 78, Issue 5, p1345
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19950780524