期刊
ORGANIC LETTERS
卷 24, 期 20, 页码 3712-3716出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01352
关键词
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资金
- Singapore National Research Foundation [A-0004067-00-02]
- Ministry of Education of Singapore [A-0008481-00-00]
A highly selective sequential annulation reaction using phosphine catalyst has been developed to construct multifunctional cis-fused bicyclic[3,3,0]octene scaffolds. The reaction involves the reaction between allenoates and arylidenemalononitriles and allows for the creation of three consecutive stereogenic centers, including one quaternary carbon center, in a one-step operation. The reported protocol is scalable, operates under mild conditions, and can be used to synthesize the core structural motifs of various natural products.
A highly diastereo- and enantioselective phosphine-catalyzed sequential [3 + 2]/[3 + 2] annulation of allenoates with arylidenemalononitriles has been developed. This reaction allows for the facile construction of multifunctionalized cis-fused bicyclic[3,3,0]octene scaffolds, encompassing three consecutive stereogenic centers with one quaternary carbon center, in a one-step operation from readily available materials. The reported protocol is scalable, operates under mild reaction conditions, and creates the core structural motif of a number of natural products.
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