期刊
ORGANIC LETTERS
卷 22, 期 2, 页码 395-399出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04079
关键词
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资金
- National Natural Science Foundation of China [21702139, 21971165, 21921002]
- 1000-Youth Talents Program [YJ201702]
- Fundamental Research Funds for the Central Universities
A highly enantioselective formal [4 + 2] annulation involving electron-deficient allenes as C2-synthons has been developed under bifunctional phosphonium salt catalysis. With this catalytic protocol, a wide range of synthetically interesting and highly functionalized chiral 4H-pyran derivatives were readily prepared in good yields (up to 99%) with outstanding diastereo- and enantioselectivities (up to >20:1 dr, up to >99.9% ee). The utility and the practicality of this method were demonstrated by the gram-scale reaction and facile elaboration. Of note, this is the first example of an asymmetric annulation reaction involving allenic reactants under a phase-transfer catalysis system.
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