
Tetrahedron Letters p. 3357 - 3360 (1991)
Update date:2022-08-03
Topics:
Quinkert, Gerhard
Grosso, Michael del
Bucher, Astrid
Bats, Jan W.
Duerner, Gerd
The chirogenic Diels/Alder reactions of the general pattern AB + D -> ABCD (i): 2 + 3 -> rac-8a (major) + rac-9a (minor) (85percent), (ii): 2 + 10a -> rac-11a (89percent) and (iii): 2 + 10b -> rac-11b (90percent), now have been accomplished in the presence of Lewis acid, (i): BF3*Et2O, (ii) or (iii): TiCl4.Case (iii) may be used as the initial move towards (+/-)-norgestrel (rac-14).
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