Construction of an asymmetric quaternary carbon via an asymmetric aza-Claisen rearrangement and its application in the total synthesis of (+)-¦Á-cuparenone

详细信息    查看全文

• 作者：Takeshi Nishii ; Fumiaki Miyamae ; Makoto Yoshizuka ; Hiroto Kaku ; Mitsuyo Horikawa ; Makoto Inai ; Tetsuto Tsunoda
• 刊名：Tetrahedron: Asymmetry
• 出版年：2012
• 出版时间：31 May, 2012
• 年：2012
• 卷：23
• 期：10
• 页码：739-741
• 全文大小：578 K

文摘

Excess lithium hexamethyldisilazide (LHMDS) with LiCl prompted the asymmetric aza-Claisen rearrangement of carboxamide and retarded the decomposition of its amide enolate. The addition of these two reagents was a key step that led to the total synthesis of (+)-¦Á-cuparenone with a stereogenic quaternary center.