SYNTHESIS OF EARTHY-MOULDY SMELLING COMPOUNDS-I STEREOSELECTIVE SYNTHESIS OF (+/-)-GEOSMIN

DOI: 10.1016/S0040-4039(00)99122-6

Source and publish data:

Tetrahedron Letters p. 2775 - 2778 (1989)

Update date:2022-09-26

Topics:

Authors:

Gosselin, P.

Joulain, D.

Laurin, P.

Rouessac, F.

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Article abstract of DOI:10.1016/S0040-4039(00)99122-6

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.

Full text of DOI:10.1016/S0040-4039(00)99122-6

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