Data for Total synthesis of the Azolemycins

The first total syntheses of newly isolated polyazole natural products azolemycins A–D, along with the synthesis of the tetra-oxazole non-natural analogue, are described. Total Synthesis of Azolemycin A and Related Compounds, 1) Experimental details, Numbering system, N-tert-Butyloxycarbonyl-L-valine 7, N-tert-Butoxy-L-serine 9, (S)-3-(tert-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid 10, Dipeptide 11, Oxazole Methyl Ester 5 and Alkene 13, Asymmetric Dihydroxylation of Alkene 13, Preparation of activated MnO2, Tripeptide Oxazole 14, Bisoxazole 4, Preparation of Model Isoleucine Oxazoles, N-tertButoxycarbonyl-L-isoleucine, N-tertButoxycarbonyl-L-isoleucine and N-tertButoxycarbonyl-D-allo-isoleucine, N-tertButoxycarbonyl-L-isoleucyl-L-serine methyl ester, N-tertButoxycarbonyl-L-isoleucyl- and N-tertButoxycarbonyl-D-allo-isoleucyl-L-serine methyl ester, (2S, 3S) Isoleucine Oxazole, (2S, 3S) and (2R, 3S) Oxazole, Bisoxazole Acid, Pentapeptide 15, Pentapeptide Silyl Ether 16, Thioamide Silyl Ether 17, Thioamide 18, Thiazole 19, Tetrazole Carboxylic Acid 20, Hexapeptide 21, Hexapeptide hydrochloride, (S)-2-Hydroxy-3-methylbutanoic acid 22, Heptapeptide 23, Ketone 24, Azolemycin A 1a and Azolemycin B 1b, Azolemycin C 2a and Azolemycin D 2b, Tetraoxazole Methyl Ester 25, Tetraoxazole Carboxylic Acid 26, Tetraoxazole Hexapeptide 27, Tetraoxazole Alcohol 28, Tetraoxazole Ketone 29, Tetraoxazole Analogue 30, 2) References