Asymmetric Synthesis of Nabscessin A from Inositol and d -Camphor

Hsin Ying Wu, Wei Yi Wang, Chia Chi Feng, Duen Ren Hou

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

An enantiomer of nabscessin A (1), an aminocyclitol amide with antimicrobial activity, was synthesized from myo-inositol and dimethyl d-camphor acetal in 14 steps. Formal synthesis of natural nabscessin A was also achieved through the new approach to access both enantiomers of 4,5-di-O-benzyl-myo-inositol, derived from the same set of starting materials. This synthesis features utilizations of the existing framework of myo-inositol and a regioselective esterification.

Original languageEnglish
Pages (from-to)13153-13159
Number of pages7
JournalJournal of Organic Chemistry
Volume85
Issue number20
DOIs
StatePublished - 16 Oct 2020

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