2-Azadienes as Reagents for Preparing Chiral Amines: Synthesis of 1,2-Amino Tertiary Alcohols by Cu-Catalyzed Enantioselective Reductive Couplings with Ketones.
Publication
, Journal Article
Li, K; Shao, X; Tseng, L; Malcolmson, SJ
Published in: Journal of the American Chemical Society
January 2018
We introduce a new strategy for synthesis of chiral amines: couplings of α-aminoalkyl nucleophiles generated by enantioselective migratory insertion of 2-azadienes to a Cu-H. In this report, we demonstrate its application in catalytic reductive coupling of 2-azadienes and ketones to furnish 1,2-amino tertiary alcohols with vicinal stereogenic centers.
Duke Scholars
Published In
Journal of the American Chemical Society
DOI
EISSN
1520-5126
ISSN
0002-7863
Publication Date
January 2018
Volume
140
Issue
2
Start / End Page
598 / 601
Related Subject Headings
- Stereoisomerism
- Polyenes
- Oxidation-Reduction
- Molecular Structure
- Ketones
- General Chemistry
- Copper
- Catalysis
- Aza Compounds
- Amines
Citation
APA
Chicago
ICMJE
MLA
NLM
Li, K., Shao, X., Tseng, L., & Malcolmson, S. J. (2018). 2-Azadienes as Reagents for Preparing Chiral Amines: Synthesis of 1,2-Amino Tertiary Alcohols by Cu-Catalyzed Enantioselective Reductive Couplings with Ketones. Journal of the American Chemical Society, 140(2), 598–601. https://doi.org/10.1021/jacs.7b12213
Li, Kangnan, Xinxin Shao, Luke Tseng, and Steven J. Malcolmson. “2-Azadienes as Reagents for Preparing Chiral Amines: Synthesis of 1,2-Amino Tertiary Alcohols by Cu-Catalyzed Enantioselective Reductive Couplings with Ketones.” Journal of the American Chemical Society 140, no. 2 (January 2018): 598–601. https://doi.org/10.1021/jacs.7b12213.
Li K, Shao X, Tseng L, Malcolmson SJ. 2-Azadienes as Reagents for Preparing Chiral Amines: Synthesis of 1,2-Amino Tertiary Alcohols by Cu-Catalyzed Enantioselective Reductive Couplings with Ketones. Journal of the American Chemical Society. 2018 Jan;140(2):598–601.
Li, Kangnan, et al. “2-Azadienes as Reagents for Preparing Chiral Amines: Synthesis of 1,2-Amino Tertiary Alcohols by Cu-Catalyzed Enantioselective Reductive Couplings with Ketones.” Journal of the American Chemical Society, vol. 140, no. 2, Jan. 2018, pp. 598–601. Epmc, doi:10.1021/jacs.7b12213.
Li K, Shao X, Tseng L, Malcolmson SJ. 2-Azadienes as Reagents for Preparing Chiral Amines: Synthesis of 1,2-Amino Tertiary Alcohols by Cu-Catalyzed Enantioselective Reductive Couplings with Ketones. Journal of the American Chemical Society. 2018 Jan;140(2):598–601.
Published In
Journal of the American Chemical Society
DOI
EISSN
1520-5126
ISSN
0002-7863
Publication Date
January 2018
Volume
140
Issue
2
Start / End Page
598 / 601
Related Subject Headings
- Stereoisomerism
- Polyenes
- Oxidation-Reduction
- Molecular Structure
- Ketones
- General Chemistry
- Copper
- Catalysis
- Aza Compounds
- Amines