A new synthetic route to (3R,4S)-3-hydroxy-4-phenylazetidin-2-one as a taxol side chain precursor

Choong Eui Song, Sung Woo Lee, Eun Joo Roh, Sang Gi Lee, Won Ku Lee

Research output: Contribution to journalArticlepeer-review

29 Scopus citations


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 languageEnglish
Pages (from-to)983-992
Number of pages10
JournalTetrahedron Asymmetry
Issue number6
StatePublished - 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 .


Dive into the research topics of 'A new synthetic route to (3R,4S)-3-hydroxy-4-phenylazetidin-2-one as a taxol side chain precursor'. Together they form a unique fingerprint.

Cite this