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Stereoselective Synthesis of (−)-Cytoxazone and (+)-5-Epi-cytoxazone#.
- Source :
-
Synthetic Communications . 2003 ., Vol. 33 Issue 16, p2907-2916. 10p. - Publication Year :
- 2003
-
Abstract
- A novel, stereo selective synthesis of (−)-cytoxazone 1a and stereoselective synthesis of (+)-5-epi-cytoxazone 1b were achieved via stereoselective Grignard addition of vinylmagnesium bromide on N-Boc al ehyde obtained from p-hydroxy-d-phenylglycine 2 followed by cyclization of N-Boc alcohol 6, ozonolysis and reduction to get (+)-5-epi-cytoxazone. Compound 6 underwent mitsunobu conditions, deprotection of ester followed by cyclization of N-Boc alcohol to get (−)-cytoxazone. #IICT Communication Number: 020616. [ABSTRACT FROM AUTHOR]
- Subjects :
- *BROMIDES
*OZONOLYSIS
*ASYMMETRIC synthesis
*ORGANIC synthesis
*ALCOHOL
Subjects
Details
- Language :
- English
- ISSN :
- 00397911
- Volume :
- 33
- Issue :
- 16
- Database :
- Academic Search Index
- Journal :
- Synthetic Communications
- Publication Type :
- Academic Journal
- Accession number :
- 10351977
- Full Text :
- https://doi.org/10.1081/SCC-120022181