(2S, 3R)-2-acetooxymethanyl-3-(P-nitrophenyl)-N-tosylaziridine 5 was synthesized from (1S, 2S)-2-amino-1-(4-nitrophenyl)-1, 3-propanediol 1 in four steps with a 24.8% overall yield. This reaction is stereospecific and...(2S, 3R)-2-acetooxymethanyl-3-(P-nitrophenyl)-N-tosylaziridine 5 was synthesized from (1S, 2S)-2-amino-1-(4-nitrophenyl)-1, 3-propanediol 1 in four steps with a 24.8% overall yield. This reaction is stereospecific and occurs an expectable configuration inversion at α-carbon atom of benzyl group. The structure of substituted aziridine was determined on FT-IR, NMR, MS and so on.展开更多
The present paper covers the simply and highly stereoselective syntheses of (α-S, 4S)-2-dichloromethyl-4, 5-dihydro-α-(4-nitrophenyl)-4-oxazolemethanol (4a), (α-S, 4S)-2-methyl-4, 5-dihydro-α-(4-nitrophenyl)-4-oxa...The present paper covers the simply and highly stereoselective syntheses of (α-S, 4S)-2-dichloromethyl-4, 5-dihydro-α-(4-nitrophenyl)-4-oxazolemethanol (4a), (α-S, 4S)-2-methyl-4, 5-dihydro-α-(4-nitrophenyl)-4-oxazolemethanol (4b), and (α-R, 4R)-2-dichloromethyl-4, 5-dihydro-α-[(4-methylsulfonyl)phenyl]-4-oxazolemethanol(4c) with good yields(80%—90%). A configuration inversion product, (1R, 2S)-2-dichloroacetamido-1-(4-nitrophenyl)-1, 3-propanediol (8), was obtained during our attempting to convert compound 4a into (4S, 5R)-2-(dichloromethyl)-4, 5-dihydro-5-(4-nitrophenyl)-4-oxazolemethanol(7).展开更多
基金Supported by the science and technology fund of Wuhan city (No:996 0 0 10 16 G)
文摘(2S, 3R)-2-acetooxymethanyl-3-(P-nitrophenyl)-N-tosylaziridine 5 was synthesized from (1S, 2S)-2-amino-1-(4-nitrophenyl)-1, 3-propanediol 1 in four steps with a 24.8% overall yield. This reaction is stereospecific and occurs an expectable configuration inversion at α-carbon atom of benzyl group. The structure of substituted aziridine was determined on FT-IR, NMR, MS and so on.
基金Supported by the Science and Technology Fundation of Wuhan City and Wuhan Red Heart K(Group) Co. Ltd.
文摘The present paper covers the simply and highly stereoselective syntheses of (α-S, 4S)-2-dichloromethyl-4, 5-dihydro-α-(4-nitrophenyl)-4-oxazolemethanol (4a), (α-S, 4S)-2-methyl-4, 5-dihydro-α-(4-nitrophenyl)-4-oxazolemethanol (4b), and (α-R, 4R)-2-dichloromethyl-4, 5-dihydro-α-[(4-methylsulfonyl)phenyl]-4-oxazolemethanol(4c) with good yields(80%—90%). A configuration inversion product, (1R, 2S)-2-dichloroacetamido-1-(4-nitrophenyl)-1, 3-propanediol (8), was obtained during our attempting to convert compound 4a into (4S, 5R)-2-(dichloromethyl)-4, 5-dihydro-5-(4-nitrophenyl)-4-oxazolemethanol(7).
