Tetrahedron

Efficient total synthesis of AI-77-B, a gastroprotective substance from Bacillus pumilus AI-77

Y Hamada, O Hara, A Kawai, Y Kohno, T Shioiri

文献索引：Hamada; Hara; Kawai; Kohno; Shioiri Tetrahedron, 1991 , vol. 47, # 40 p. 8635 - 8652

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被引用次数: 96

摘要

First total synthesis of AI-77-B (1), a gastroprotective substance from Bacillus pumilus AI-77, was achieved in a stereoselective and convergent manner. In this synthesis, the dihydroisocoumarin part 2 was constructed in one step through 1, 2-addition of the benzylic anion 17b to Boc-L-leucinal 7b. The hydroxy amino acid 4 was elaborated from (R)-glutamic acid in a highly stereoselective manner. Condensation of 2· HCl and 4, intramolecular ...