Skip to content
2000
Volume 17, Issue 1
  • ISSN: 1570-193X
  • E-ISSN: 1875-6298

Abstract

Dimethylformamide acetals and Bredereck’s reagent (tert-butoxy-bis(dimethylamino) methane) are versatile C1 building blocks due to their ability to undergo condensation reactions with CH-acidic methyl and methylene moieties. Subsequent modulation of the resulting condensation products enables the preparation of open-chain products like aldehydes, ketones, enones, enol ethers, methyl groups, and, most important in alkaloid total synthesis, the annulation of heterocyclic rings like pyridines, pyridine-N-oxides, bromopyridines, aminopyridines, aminopyrimidines, pyrroles and chromenones. In certain cases, these reagents can act as alkylating agents. The applications of these building blocks in natural products total synthesis are reviewed here.

Loading

Article metrics loading...

/content/journals/mroc/10.2174/1570193X16666181204122143
2020-02-01
2025-07-15
Loading full text...

Full text loading...

/content/journals/mroc/10.2174/1570193X16666181204122143
Loading
This is a required field
Please enter a valid email address
Approval was a Success
Invalid data
An Error Occurred
Approval was partially successful, following selected items could not be processed due to error
Please enter a valid_number test