Formal enantioselective synthesis of (+)-estrone.
A formal total synthesis of (+)-estrone (4% overall yield; ca. 12 steps) could be achieved via the Torgov diene. An asymmetric allylic substitution is the key step for the construction of the chiral quaternary carbon center of a synthetic intermediate which was converted in four steps to the Torgov diene. [reaction: see text]
Soorukram
Darunee
D
Department Chemie und Biochemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, Haus F, 81377 München, Germany.
Knochel
Paul
P
D000466:Alkadienes / Q000737:chemistry; D000498:Allyl Compounds / Q000737:chemistry; D004970:Estrone / Q000138:chemical synthesis*; D008956:Models, Chemical; D013237:Stereoisomerism
D000466:Alkadienes; D000498:Allyl Compounds; D004970:Estrone