Abstract
Various (1R ,5S )-4-[(E )-alkylidene]-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-ones were prepared, stereoselectively, via coupling of (1R ,5S )-4-[(E )-(dimethylamino)methylidene]-1,8,8-trimethyl-2-oxabicyclo[3.2.1]octan-3-one with Grignard reagents, potassium cyanide, and 2-methyl-1H -indole.
Key words
Grignard reactions - chiral pool - coupling - terpenoids - enaminones
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17 Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 254265-254268. Copies of the data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html.