Tetrahedron Letters p. 2775 - 2778 (1989)
Update date:2022-09-26
Topics:
Gosselin, P.
Joulain, D.
Laurin, P.
Rouessac, F.
The strongly earthy-smelling compound (+/-)-geosmin 1 is obtained stereospecifically in four steps and 42percent overall yield from 1,4aβ-Dimethyl-4,4a,5,6,7,8-hexahydronaphtalen-2(3H)-one 2.The key step involves a one-pot double-reduction of an epoxytosylate.
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Doi:10.1002/anie.200603133
(2006)Doi:10.1021/ol102190s
(2010)Doi:10.1021/jo101559p
(2010)Doi:10.1002/chem.201601275
(2016)Doi:10.1007/BF00978448
(1989)Doi:10.1055/a-1364-9308
(2021)