期刊
ORGANIC LETTERS
卷 19, 期 7, 页码 1890-1893出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00658
关键词
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资金
- NSF [21472042]
- Jiangsu Province Funds for Distinguished Young Scientists [BK20160005]
- Qing-Lan Project
The formal (3 + 3) annillations of delta-acetoxy allenoates and 1C,30-bisnucleophiles are reported with the We of 6'-deoxy-6'-perfluorobenzamido-quinine (4g) as a catalyst, which provide rapid access to 4H-pyrans with excellent enantioselectiyity. The reaction features a wide reaction scope, and mild reaction conditions. The crucial roles of amide NH of 4g as a H-bond donor have also been elucidated, which not only activates allenoate to facilitate formation of cationic intermediate A but also enhances the electrophilicity of its delta-position for nucleophilic 1,6-addition.
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