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.
Original language | English |
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Pages (from-to) | 983-992 |
Number of pages | 10 |
Journal | Tetrahedron Asymmetry |
Volume | 9 |
Issue number | 6 |
DOIs | |
State | Published - 27 Mar 1998 |
Bibliographical note
Funding Information:This work was supported by a grant from Ministry of Science and Technology in Korea. The authors also thank Dr. Chong-Gi Hong for HRMS analyses of 10b , c .