Tetrahedron Letters p. 9373 - 9376 (2000)
Update date:2022-08-05
Topics: Yield Stereochemistry Total synthesis Enantioselective synthesis Cyclization Protecting group Chiral Auxiliary Reaction Optimization Spectroscopic Analysis Natural Product Synthesis (-)-tamandarin B
Joullie
Portonovo
Liang
Richard
The synthesis of tamandarin B is described. Key steps in the synthesis of the macrocycle component include a diastereoselective ketone reduction, linear precursor formation via an activated pentafluorophenyl ester, and HATU-promoted cyclization. Side-chain coupling was achieved in excellent yield with the newly developed coupling reagent DEPBT. (C) 2000 Published by Elsevier Science Ltd.
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