Stereocontrolled Total Synthesis of Tetrodotoxin from myo- Inositol and D-Glucose by Three Routes: Aspects for Constructing Complex Multi-Functionalized Cyclitols with Branched-Chain Structures
Free accessResearch articleFirst published online July, 2013
Stereocontrolled Total Synthesis of Tetrodotoxin from myo- Inositol and D-Glucose by Three Routes: Aspects for Constructing Complex Multi-Functionalized Cyclitols with Branched-Chain Structures
This report describes the stereocontrolled total synthesis of the multi-functionalized cyclitol derivative tetrodotoxin containing eight asymmetric carbons and different types of branched-chains from myo-inositol and D-glucose using three different methods. The tetrodotoxin derivatives possess a relatively small molecular weight but unique structural and chemical properties. Selection of the appropriate synthetic method may be useful not only for compounds related to TTX (including related derivatives) but also for other highly complex multi-functionalized cyclitols containing branched-chains.
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