Abstract
(Chemical Equation Presented) A highly efficient stereoselective synthesis of unusual α-silylamines via a direct silyl anion addition reaction is reported. This approach is convergent and avoids any problematic aza-Brook shifts of the anionic intermediates. The use of enantiopure tert-butanesulfinyl imines as the electrophiles affords exceedingly high levels of diastereocontrol for the newly formed stereogenic carbon.
Original language | English (US) |
---|---|
Pages (from-to) | 1403-1406 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 7 |
Issue number | 7 |
DOIs | |
State | Published - Mar 31 2005 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
Fingerprint
Dive into the research topics of 'Stereoselective synthesis of α-silylamines by the direct addition of silyl anions to activated imines'. Together they form a unique fingerprint.Datasets
-
CCDC 257699: Experimental Crystal Structure Determination
Ballweg, D. M. (Creator), Miller, R. C. (Creator), Gray, D. L. (Creator) & Scheidt, K. A. (Creator), Cambridge Crystallographic Data Centre, 2005
DOI: 10.5517/cc8n4wx, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc8n4wx&sid=DataCite
Dataset
-
CCDC 257698: Experimental Crystal Structure Determination
Ballweg, D. M. (Creator), Miller, R. C. (Creator), Gray, D. L. (Creator) & Scheidt, K. A. (Creator), Cambridge Crystallographic Data Centre, 2005
DOI: 10.5517/cc8n4vw, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc8n4vw&sid=DataCite
Dataset
-
CCDC 257700: Experimental Crystal Structure Determination
Ballweg, D. M. (Creator), Miller, R. C. (Creator), Gray, D. L. (Creator) & Scheidt, K. A. (Creator), Cambridge Crystallographic Data Centre, 2005
DOI: 10.5517/cc8n4xy, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc8n4xy&sid=DataCite
Dataset