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N Alkylation of Tosylamides Using Esters as Primary and Tertiary Alkyl Sources: Mediated by Hydrosilanes Activated by a Ruthenium Catalyst
Author(s) -
Nishikata Takashi,
Nagashima Hideo
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201201426
Subject(s) - ruthenium , alkylation , alkyl , catalysis , chemistry , primary (astronomy) , nitrogen atom , medicinal chemistry , organic chemistry , physics , astronomy
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.