Insight into acid-mediated asymmetric spirocyclization in the presence of a chiral diol.
T Kiguchi, Y Tsurusaki, S Yamada, M Aso, M Tanaka, K Sakai, H Suemune
Index: Chem. Pharm. Bull. 48(10) , 1536-40, (2000)
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Abstract
Asymmetric spirocyclization based on intramolecular conjugate addition using a combination of a Lewis acid and an optically active cyclohexane-1,2-diol has been studied in connection with 1) the effect of substituents on the cyclohexane-1,2-diol and 2) the effect of substituents on the substrate. This reaction was found to be both thermodynamically and kinetically controlled under restricted conditions.
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