The Journal of Organic Chemistry
East Indian sandalwood oil. 2. Stereoselective synthesis of (.+-.)-epi-. beta.-santalene and (.+-.)-epi-. beta.-santalol
PA Christenson, BJ Willis
Index: Christenson, Philip A.; Willis, Brian J. Journal of Organic Chemistry, 1980 , vol. 45, # 15 p. 3068 - 3072
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Citation Number: 18
Abstract
Discussion We were interested in determining what effect the addition of aliphatic nitriles to the acid-catalyzed rearrangement of y-lactone 6 would have on the equilibrium mixture of carbocatians depicted in Scheme I and in particular whether the Ritter3 adduct corresponding to cation 17 could be obtained preferentially. In the event, sulfuric acid catalyzed rearrangement of 6 in the presence of acetonitrile gave a mixture of amide acids ...