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Balraj Gopula, Prof. Dr. Way-Zen Lee and Prof. Dr. Hsyueh-Liang Wu Preparation of Chiral α-Substituted Alaninates through an Efficient Diastereoselective Synthesis of Trisubstituted Allylic Alcohols Chemistry – An Asian Journal 8

Version of Record online: 6 NOV 2012 | DOI: 10.1002/asia.201200859

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Tri without fail: The highly diastereoselective addition of vinylaluminum reagents, generated in situ from the zirconium-catalyzed carboalumination of various alkynes and Me3Al, to the easily accessible (2S,5R,6R)-5,6-dimethyl-[1,4]dioxane-2-carbaldehyde (1 b) afforded the corresponding trisubstituted allylic alcohols, and a subsequent Overman reaction yielded allylic amines that contain chiral quaternary carbon stereocenters.

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