Journal
ORGANIC LETTERS
Volume 22, Issue 7, Pages 2595-2599Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00533
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Funding
- National Natural Science Foundation of China [21772029, 21801051, 21961006]
- National Key Technologies RD Program [2014BAD23B01]
- 10 Talent Plan (Shicengci) of Guizhou Province [[2016]5649]
- Guizhou Province Returned Oversea Student Science and Technology Activity Program [(2014)-2]
- Science and Technology Department of Guizhou Province [[2018]2802, [2019]1020]
- Program of Introducing Talents of Discipline to Universities of China (111 Program), Guizhou University [D20023]
- Guizhou Province First-Class Disciplines Project [(Yiliu Xueke Jianshe Xiangmu)] [GNYL(2017)008]
- Guizhou Key Laboratory of Miao Medicine, Guizhou University of Traditional Chinese Medicine [QMYY [2017] 101]
- Singapore National Research Foundation [NRF-NRFI201606]
- Ministry of Education of Singapore [RG 1/18, RG 5/19, MOE2018-T3-1-003]
- A* STAR Individual Research Grants [A1783c0008, A1783c0010]
- GSK-EDB Trust Fund
- Nanyang Research Award Grant
- Nanyang Technological University
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A NHC-promoted cascade reaction between beta-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 gamma-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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