Stereoselective reductions of substituted cyclohexyl and cyclopentyl carbon-nitrogen. pi. systems with hydride reagents

…, R Sivakumar, F Cistone, YP Stercho

文献索引：Hutchins, Robert O.; Su, Wei-Yang; Sivakumar, Ramachandran; Cistone, Frank; Stercho, Yuriy P. Journal of Organic Chemistry, 1983 , vol. 48, # 20 p. 3412 - 3422

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被引用次数: 108

摘要

Reductions of 3-and 4-substituted cyclohexyl imines, iminium salts, and enamines (via iminium ions) with various hydride reagents reveal that while small reagents (NaBH,, NaBH3CN) favor axial approach as observed with the corresponding ketones, even moderately bulky reagents (ie, acetoxyboranes) attack preferentially from the equatorial side. This is in direct contrast to the results observed for the same reagents with the ...