116990-68-2Relevant academic research and scientific papers
Studies of the synthesis of 8a-hydroxy-4a-methyloctahydronaphthalen-1(2H)-ones and their 2α-deutero derivatives
Stiver, Shirley,Clark, Peter D.,Yates, Peter
, p. 27 - 34 (2007/10/02)
Two syntheses of the bicyclic α-ketols, 8a-hydroxy-4a-methyl-trans- and -cis-octahydronaphthalen-1(2H)-ones (1 and 2), have been effected.One involves epoxidation of 4a-methyl-1,2,3,4,4a,5,6,7-octahydronaphthalene (4), followed by hydrolysis and oxidation; direct "hydroxy ketonization" of 4 was found not to be practicable.The second involves treatment of 3,4,5,6,7,8-hexahydronaphthalen-1(2H)-one (14) with lithium dimethylcuprate, trimethylsilylation of the resulting enolate, oxidation of the enol ether, and hydrolysis.Syntheses of the 2α-deutero derivatives of 1 and 2 are also described.
