72312-07-3Relevant articles and documents
INTRODUCTION OF A HYDROXYL GROUP INTO THE CREOSOL MOLECULE
Kozlova, I. V.,Obol'nikova, E. A.,Chupina, L. N.,Bekker, A. R.,Samokhvalov, G. I.
, p. 296 - 299 (2007/10/02)
The introduction of a hydroxyl group into the molecule of 2-methoxy-4-methylphenol through Rieche formylation and Baeyer-Villiger oxidation was investigated.With dichloromethyl methyl ether meta-formylation of creosol occurs.
A synthesis of gymnomitrol
Büchi, George,Chu, Ping-Sun
, p. 4509 - 4513 (2014/12/10)
Condensation of 1,2 - dimethylcyclopentene 10 with 2 - methyl - 4,4, 5 - trimethoxycyclohexa - 2,5 -dienone 7 in methylene chloride - nitromethane with added stannic chloride gave a mixture of the two diastereomeric bicycle[3.2.1]octanes 13 and 14 by ionic [4+2]cycloaddition. After selective reduction of the saturated carbonyl group with sodium borohydride, and hydrogenation of the double bond the two epimers 18 and 20 (ratio 3.3:1) were separable by chromatography. Protection of the hydroxy group in 18 with dihydropyran and, reduction of the α-methoxyketone 19 with calcium in liquid ammonia gave ketone 21. Gymnomitrol 1 was then prepared by Wittig olefination followed by deprotection of the hydroxy group.