The stereocontrolled synthesis of conformationally restricted LTD4 analogs 2a. b is described. Epoxidation of enone 4 affords a 2.4:1 mixture of trans-epoxide 5 and cis-epoxide 9. Stereocontrolled elaboration of each epoxide to final product involves stereoselective Wittig olefination to Z-olefins 6
Synthesis of conformationally restricted substance P antagonists
โ Scribed by Harry R. Howard; Kevin D. Shenk; Karen C. Coffman; Dianne K. Bryce; Rosemary T. Crawford; Stafford A. McLean
- Publisher
- Elsevier Science
- Year
- 1995
- Tongue
- English
- Weight
- 205 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0960-894X
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๐ SIMILAR VOLUMES
The enantiomeric pair of conformationally-restricted nor-LTD4 analogs s and 11 have been synthesized stereoselectively from (g)-2-cyclohexen-l-01. Due to our continuing interest in the stereoselective syntheses of conformationallyrestricted LTDl analogsr, we were attracted by recent reports' that 2-
Lewis acid catalyzed allylation of diacetyl-D-xylal 2 is stereoselectlve for ~-C-glycoside 2b, a result used in the syntheses of pyrans 8a, b, from D-xylose. Vhile pursuing approaches to the stereocontrolled syntheses of conformationally-restrlcted LTD 4 receptor antagonists, we became aware of a hi