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Regio- and Stereoselective Hydroamination of Alkynes Using an Ammonia Surrogate: Synthesis of N-Silylenamines as Reactive Synthons.
- Source :
-
Journal of the American Chemical Society . 4/18/2018, Vol. 140 Issue 15, p4973-4976. 4p. - Publication Year :
- 2018
-
Abstract
- An anti-Markovnikov selective hydroamination of alkynes with N-silylamines to afford N-silylenamines is reported. The reaction is catalyzed by a bis(amidate)bis(amido)Ti(IV) catalyst and is compatible with a variety of terminal and internal alkynes. Stoichiometric mechanistic studies were also performed. This method easily affords interesting N-silylenamine synthons in good to excellent yields and the easily removable silyl protecting group enables the catalytic synthesis of primary amines. [ABSTRACT FROM AUTHOR]
- Subjects :
- *STEREOSELECTIVE reactions
*HYDROAMINATION
*ALKYNES
*AMMONIA
*CATALYSIS
Subjects
Details
- Language :
- English
- ISSN :
- 00027863
- Volume :
- 140
- Issue :
- 15
- Database :
- Academic Search Index
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 129236693
- Full Text :
- https://doi.org/10.1021/jacs.7b13783