Abstract
Asymmetric total syntheses of ancistrocladinium A and its atropdiastereomer, in an atropisomerically pure form, are described. Chiral phosphoric acid-catalyzed asymmetric reductive amination of 1-aryl propanone and naphthylamine followed by acetylation provided two atropisomerically pure tertiary amides. Subsequent stereospecific Bischler-Napieralski reaction of each of these tertiary amides with triflic anhydride provided ancistrocladinium A or its atropdiastereomer, as a single atropisomer, respectively.
| Original language | English |
|---|---|
| Pages (from-to) | 1341-1349 |
| Number of pages | 9 |
| Journal | Organic Chemistry Frontiers |
| Volume | 4 |
| Issue number | 7 |
| DOIs | |
| Publication status | Published - 2017 Jul |
Bibliographical note
Publisher Copyright:This journal is © the Partner Organisations.
ASJC Scopus subject areas
- Organic Chemistry