NHC-catalyzed cascade reaction between β-methyl enals and dienones for quick construction of complex multicyclic lactones

NHC-catalyzed cascade reaction between β-methyl enals and dienones for quick construction of complex multicyclic lactones

A NHC-promoted cascade reaction between β-methyl enal and dienone is developed for quick access to multicyclic lactone molecules bearing quaternary chiral carbon centers. Our study constitutes the first 1,6-addition of the acylazolium vinyl enolate γ-carbon via NHC catalysis and provides rapid acces...

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Bibliographic Details
Main Authors: Sun, Jun, Xu, Jun, Nie, Guihua, Jin, Zhichao, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2021
Subjects:
Science::Chemistry
Lactones
Molecules
Online Access:https://hdl.handle.net/10356/148642
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Institution: Nanyang Technological University
Language: English
Description
Summary:A NHC-promoted cascade reaction between β-methyl enal and dienone is developed for quick access to multicyclic lactone molecules bearing quaternary chiral carbon centers. Our study constitutes the first 1,6-addition of the acylazolium vinyl enolate γ-carbon via NHC catalysis and provides rapid access to complex lactone molecules that are otherwise difficult to prepare. The structurally sophisticated lactone products bearing up to four fused ring structures are afforded in up to quantitative yields with good to excellent enantioselectivities.

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