Highly convergent approach to the synthesis of the epoxy-amide fragment of the azinomycins
作者： Edmund J. Moran , Robert W. Armstrong
DOI: 10.1016/S0040-4039(00)79381-6
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摘要: Abstract An efficient synthesis of the α-acyl amide fragment azinomycin antibiotics has been accomplished using P asserini three-component condensation. Good diastereoselectivity was observed for a variety isocyanide precursors.
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sci-hub.se 参考文章(11)
Masayuki Shibuya, Hideo Terauchi, Synthetic studies toward azinomycins A and B. Synthesis and absolute stereochemistry of the minor component isolated from azinomycins producing strain Tetrahedron Letters. ,vol. 28, pp. 2619- 2622 ,(1987) , 10.1016/S0040-4039(00)96163-X
Masayuki Onda, Yaeko Konda, Akiko Hatano, Toju Hata, Satoshi Omura, Structure of carzinophilin. 3. Structure elucidation by nuclear magnetic resonance spectroscopy. 1 Journal of the American Chemical Society. ,vol. 105, pp. 6311- 6312 ,(1983) , 10.1021/JA00358A022
Philip Garner, Jung Min Park, Vincent Rotello, An enantioselective synthesis of the carzinophilin degradation product (2S,3S) 4-amino-2,3-dihydroxy-3-methylbutyric acid Tetrahedron Letters. ,vol. 26, pp. 3299- 3302 ,(1985) , 10.1016/S0040-4039(00)98282-0
Pamela England, Ho Chun Keun, Edmund J. Moran, Robert W. Armstrong, Synthetic studies towards carzinophilin: Synthesis and ammonium hydroxide-induced rearrangement of the epoxi-acid fragment Tetrahedron Letters. ,vol. 31, pp. 2669- 2672 ,(1990) , 10.1016/S0040-4039(00)94668-9
Masayuki Shibuya, Synthetic studies on carzinophilin A. synthesis of the optically active C.1-C.18 segment Tetrahedron Letters. ,vol. 24, pp. 1175- 1178 ,(1983) , 10.1016/S0040-4039(00)86396-0
J. William Lown, Christopher Hanstock, Studies related to antitumor antibiotics. 28. Structure and function of the antitumor antibiotic carzinophillin A: the first natural intercalative bisalkylator Journal of the American Chemical Society. ,vol. 104, pp. 3213- 3214 ,(1982) , 10.1021/JA00375A047
KATSUHIKO NAGAOKA, MASARU MATSUMOTO, JUNJI OONO, KOUICHI YOKOI, SEIJI ISHIZEKI, TOSHIAKI NAKASHIMA, Azinomycins A and B, new antitumor antibiotics. I. Producing organism, fermentation, isolation, and characterization. The Journal of Antibiotics. ,vol. 39, pp. 1527- 1532 ,(1986) , 10.7164/ANTIBIOTICS.39.1527
George B. Payne, Reactions of Hydrogen Peroxide. V.1 Alkaline Epoxidation of Acrolein and Methacrolein Journal of the American Chemical Society. ,vol. 81, pp. 4901- 4904 ,(1959) , 10.1021/JA01527A035
KOUICHI YOKOI, KATSUHIKO NAGAOKA, TOSHIAKI NAKASHIMA, Azinomycins A and B, new antitumor antibiotics. II: Chemical structures Chemical & Pharmaceutical Bulletin. ,vol. 34, pp. 4554- 4561 ,(1986) , 10.1248/CPB.34.4554
William C. Lumma, Modification of the Passerini reaction: facile synthesis of analogs of isoproterenol and (aryloxy)propanolamine .beta.-adrenergic blocking agents Journal of Organic Chemistry. ,vol. 13, pp. 3668- 3671 ,(1981) , 10.1021/JO00331A017