A new synthetic route to (3R, 4S)-3-hydroxy-4-phenylazetidin-2-one as a taxol side chain precursor
CE Song, SW Lee, EJ Roh, S Lee, WK Lee
Index: Song, Choong Eui; Lee, Sung Woo; Roh, Eun Joo; Lee, Sang-Gi; Lee, Won-Ku Tetrahedron Asymmetry, 1998 , vol. 9, # 6 p. 983 - 992
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Citation Number: 34
Abstract
A new synthetic route to (3R, 4S)-3-hydroxy-4-phenylazetidin-2-one, an important precursor for the paclitaxel side chain, has been developed using intramolecular cyclization of N-(p- methoxyphenyl)(2S, 3R)-2-acetoxy-3-bromo-3-phenylpropionamide which can be easily obtained by catalytic asymmetric dihydroxylation of N-(p-methoxyphenyl)-trans-cinnamide, followed by bromoacetylation.
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