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Zur Kenntnis der Sesquiterpene und Azulene. 125. Mitteilung. Cyclisation von 3,6,10‐Trimethyl‐3‐carbohydroxy‐undecatrien‐(1,5,9)
Author(s) -
Re L.,
Schinz H.
Publication year - 1958
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19580410626
Subject(s) - chemistry , bicyclic molecule , azulene , sesquiterpene , formic acid , stereochemistry , decalin , organic chemistry , medicinal chemistry , catalysis
Abstract Starting from geranyl‐acetoacetic ester, 3,6,10‐trimethyl‐3‐carbohydroxyundeca‐1,5,9‐triene has been prepared. This sesquiterpenic acid, a new isomer of farnesic acid, is converted by action of a mixture of formic and sulphuric acid, into a bicyclic hydroxyacid, the skeleton of which is derived from 1,1,7,7,10‐pentamethyl‐decalin. The possibilities for sesquiterpene chains to cyclize to bicyclic systems containing gem. dimethyl groups are discussed.