Back to Search Start Over

Recent Applications of Ammonium Ylide Based [2,3]-Sigmatropic and [1,2]-Stevens Rearrangements To Transform Amines into Natural Products.

Authors :
Schwartz, Zachary
Valiton, Chelsea
Lovasz, Myles
Roberts, Andrew G.
Source :
Synthesis. Jan2024, Vol. 56 Issue 1, p87-106. 20p.
Publication Year :
2024

Abstract

This article explores the applications of ammonium ylide based rearrangements in transforming amines into natural products. Specifically, it discusses the [2,3]-sigmatropic and [1,2]-Stevens rearrangements, which involve the exchange of carbon-nitrogen and carbon-carbon bonds. The article showcases the use of these rearrangements in the synthesis of natural products such as cephalotaxine and amathaspiramide F. It also discusses the synthesis of other complex molecules, including strictamine, 6-deoxytetracycline antibiotics, tylophorine, iboga alkaloids, vinblastine, and chiral indolizidines. The article emphasizes the efficiency and selectivity of these rearrangements in accessing bioactive polycyclic frameworks. Additionally, it explores the use of magnesium iodide and trimethyl phosphate in the synthesis of organic compounds. Overall, the article demonstrates the utility of ammonium ylide based rearrangements in the synthesis of diverse natural products. [Extracted from the article]

Details

Language :
English
ISSN :
00397881
Volume :
56
Issue :
1
Database :
Academic Search Index
Journal :
Synthesis
Publication Type :
Academic Journal
Accession number :
174040670
Full Text :
https://doi.org/10.1055/s-0042-1751446