Binary 1,4-asymmetric induction from a single allyltin reagent with a chiral nitrogen functional group toward aldehydes

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• 作者：Yutaka Nishigaichi ; Ken-ichi Tamura ; Narifumi Ueda ; Hidetoshi Iwamoto ; Akio Takuwa
• 关键词：CAN ; Morita&#x2013 ; Baylis&#x2013 ; Hillman adduct ; Aryl methyl oxidation ; Isatin ; Aromatic aldehydes
• 刊名：Tetrahedron Letters
• 出版年：2008
• 出版时间：24 March 2008
• 年：2008
• 卷：49
• 期：13
• 页码：2124-2127
• 全文大小：173 K

文摘

Using a single allyltin reagent with a chiral nitrogen functionality, binary and remote asymmetric induction was realized toward various aldehydes. Either syn- or anti-1,4-amino-alcohols were selectively obtained with the use of Yb(OTf)₃ or SnCl₄, respectively. The structures of both diastereomers were identified by means of X-ray analysis.