## Abstract Dialkylcarbodiimides in the presence of a Cu^1^ catalyst react cleanly with the hydroxyl group of N‐methylated (1__R__,2__S__)‐ephedrine and (1__S__,2__S__)‐pseudoephedrine. These adducts react with nucleophiles like alkyl and aryl thiols as well as thioic acids and phthalimide to form
Reductive O- and N-alkylations. Alternative catalytic methods to nucleophilic substitution
✍ Scribed by Fabienne Fache; Valérie Bethmont; Laurent Jacquot; Marc Lemaire
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 715 KB
- Volume
- 115
- Category
- Article
- ISSN
- 0165-0513
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✦ Synopsis
Abstract
Different amides have been selectively mono‐N‐alkylated using catalytic heterogeneous palladium and carbonyl compounds as alkylating agents. The same salt free method has been applied to the synthesis of ethers from alcohols. Reaction parameters have been studied in detail and a mechanism is proposed.
📜 SIMILAR VOLUMES
## Be ´ne ´dicte Krattinger [
l?REVIOUSLY (1, 2) we have shown that N-oarboxy-a-amino acid anhydrides reaot with hydrooh+orides of amines to yield amino acid amides, aminohydroxemio acids and amidooxy-peptides. This reaotion was then applied to hydrochlorides of hydroxylamine and of N-alkyl and N,N-dialkyl