Journal
ORGANIC LETTERS
Volume 24, Issue 2, Pages 746-751Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c04198
Keywords
-
Categories
Funding
- National Natural Science Foundation of China [22161048, 21871292]
- Yunnan University
Ask authors/readers for more resources
In this study, alpha-tertiary hydroxyimines were stereoselectively synthesized from enantioenriched N-tert-butanesulfinyl ketimines using potassium tertbutoxide, molecular oxygen, and trimethyl phosphite. The stereoselective hydroxylation of acyclic ketimines with two sterically similar alpha-substituents was achieved by controlling the geometry of the metalloenamine intermediates and the facial selectivity of hydroxylation, demonstrating the synthetic utility through successful diastereoselective synthesis of highly substituted beta-amino alcohols.
alpha-Tertiary hydroxyimines were stereoselectively synthesized from enantioenriched N-tert-butanesulfinyl ketimines using potassium tertbutoxide, molecular oxygen, and trimethyl phosphite. The stereoselective hydroxylation of acyclic ketimines bearing two sterically similar alpha-substituents was achieved by controlling the geometry of the metalloenamine intermediates and the facial selectivity of hydroxylation. The synthetic utility of the resulting alpha-tertiary hydroxyimines was demonstrated through the successful diastereoselective synthesis of highly substituted beta-amino alcohols.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available