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Stereocontrolled syntheses of some conformationally restricted analogs of serotonin

โœ Scribed by Arun Ghosh; Wuyi Wang; Jeremiah P. Freeman; John S. Althaust; Philip F. VonVoigtlander; Terrence A. Scahill; Stephen A. Mizsak; Jacob Szmuszkovicz


Book ID
108374322
Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
659 KB
Volume
47
Category
Article
ISSN
0040-4020

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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