期刊
ORGANIC PROCESS RESEARCH & DEVELOPMENT
卷 14, 期 3, 页码 612-616出版社
AMER CHEMICAL SOC
DOI: 10.1021/op1000447
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The pilot-plant syntheses of 3 and 4, the core structures of a series of P2X(7) antagonists are described. The sole stereogenic center in the dihydropyridinone ring was generated by catalytic desymmetrization. Selective formylation, followed by a tandem imination/lactamization sequence, produced the 3,4-dihydropyridin-2-one ring. The compounds 3 and 4 were produced at multikilogram scale in good overall yield (similar to 22% over six steps) and excellent stereochemical purity (97% ee for 3, 100% ee for 4).
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