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Total synthesis of (-)-tantazole B. Total synthesis of (+,-)-FR900482

Tantazole B is a newly isolated tolytoxin. FR900482 is a recently isolated potent antitumor antibiotic. They both have novel structural features which present challenges to the synthetic chemists.
The first total synthesis and structure revision of ($-$)-tantazole B is described herein. A convergent methodology is developed and could be applied to the synthesis of the other members of oxazole/thiazoline family.(DIAGRAM, TABLE OR GRAPHIC OMITTED...PLEASE SEE DAI)
The first and, to date, only total synthesis of $(\pm)$-FR900482 is also described here. The stereocontrolled total synthesis of FR900482 features a facile construction of the 8-membered intermediate through reductive amination, stereospecific hydroxymethyla-tion and efficient oxidation of the amine to the hydroxylamine.

Identiferoai:union.ndltd.org:RICE/oai:scholarship.rice.edu:1911/16691
Date January 1993
CreatorsXu, Lianhong
ContributorsFukuyama, T.
Source SetsRice University
LanguageEnglish
Detected LanguageEnglish
TypeThesis, Text
Format246 p., application/pdf

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