Reactions of magnesium hydride. 4. Stereoslective reduction of cyclic and bicyclic ketones by lithium alkoxymagnesium hydrides
E Ashby, SA Noding, AB Goel
Index: Ashby, Eugene C.; Noding, Stephen A.; Goel, Anil B. Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 1028 - 1035
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Citation Number: 7
Abstract
A series of lithium alkoxymagnesium hydrides [LiMgH,(OR)] were prepared and allowed to reduce 4-tertbutylcyclohexanone (I), 3, 3, 5-trimethylcyclohexanone(II), 2- methylcyclohexanone (III), and camphor (IV). It was found that very bulky secondary cyclic alkoxy groups such as 2, 2, 6, 6-tetramethyl-and 2, 2, 6, 6-tetrabenzylcyclohexoxy were very stereoselective in the reduction of these ketones. For example, LiMgHz (2, 2, 6, 6-Me4-c- ...
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