This work was supported by the JST, CREST, and the Grant-in-Aid for Young Scientists (B) (24750043).
N Alkylation of Tosylamides Using Esters as Primary and Tertiary Alkyl Sources: Mediated by Hydrosilanes Activated by a Ruthenium Catalyst†
Article first published online: 19 APR 2012
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 51, Issue 22, pages 5363–5366, May 29, 2012
How to Cite
Nishikata, T. and Nagashima, H. (2012), N Alkylation of Tosylamides Using Esters as Primary and Tertiary Alkyl Sources: Mediated by Hydrosilanes Activated by a Ruthenium Catalyst . Angew. Chem. Int. Ed., 51: 5363–5366. doi: 10.1002/anie.201201426
- Issue published online: 23 MAY 2012
- Article first published online: 19 APR 2012
- Manuscript Received: 21 FEB 2012
- Grant-in-Aid for Young Scientists. Grant Number: 24750043
- synthetic methods
Select your group: Either a primary or tertiary alkyl group can be selectively introduced onto the nitrogen atom of tosylamides in a ruthenium-catalyzed reaction employing hydrosilanes through a judicious choice in the esters that serve as the alkyl source (see scheme; Ts= 4-toluenesulfonyl). These N-alkylation reactions are useful for construction of naturally occurring azacyclic skeletons.