A practical and azide-free synthetic approach to oseltamivir from diethyl d -tartrate

Jiang Weng, Yong Bo Li, Rui Bin Wang, Feng Quan Li, Can Liu, Albert S.C. Chan, Gui Lu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

64 Scopus citations

Abstract

A short and practical synthesis of oseltamivir was accomplished in 11 steps from inexpensive and abundant diethyl d-tartrate starting material. This azide-free route featured an asymmetric aza-Henry reaction and a domino nitro-Michael/Horner-Wadsworth-Emmons (HWE) reaction as the key steps to construct the relevant cyclohexene ring of the product, which provided an economical and practical alternative for the synthesis of oseltamivir.

Original languageEnglish
Pages (from-to)3125-3128
Number of pages4
JournalJournal of Organic Chemistry
Volume75
Issue number9
DOIs
StatePublished - 7 May 2010
Externally publishedYes

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