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Asymmetric synthesis of the four possible fagomine isomers
Hiroki Takahata1, Yasunori Banba, Hidekazu Ouchi
1Faculty of Pharmaceutical Sciences, Tohoku Pharmaceutical University, Sendai 981-8558, Japan. takahata@tohoku-pharm.ac.jp
The Journal of Organic Chemistry
|April 26, 2003
Abstract:
The asymmetric synthesis of fagomine and its congeners 1-4 has been achieved by catalytic ring-closing metathesis (RCM). The synthesis involved the construction of the piperidene-type chiral building block 5 followed by dihydroxylation, starting from the d-serine-derived Garner aldehyde 6.