Enantioselective Assembly of Spirolactones through NHC-Catalyzed Remote γ-Carbon Addition of Enals with Isatins

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• 作者：Xianfeng Rong ; Hong Yao ; Wenjing Xia ; Yonglei Du ; Yu Zhou ; Hong Liu
• 刊名：ACS Combinatorial Science
• 出版年：2016
• 出版时间：May 9, 2016
• 年：2016
• 卷：18
• 期：5
• 页码：220-224
• 全文大小：358K
• 年卷期：0
• ISSN：2156-8944

文摘

A chiral N-heterocyclic carbene (NHC)-catalyzed formal [4 + 2] annulation of β-methyl substituted enals with isatins was developed to construct six-membered spirolactones bearing highly congested quaternary carbon stereocentersin good yields and high enantioselectivities. The strategy realized a challenging remote γ-carbon addition of enals and chiral control of β-methyl substituted enals in the presence of the NHC catalyst only.