Catalytic Enantioselective Strecker Reaction of Isatin-Derived N-Unsubstituted Ketimines.
Org Lett
; 23(12): 4553-4558, 2021 06 18.
Article
in En
| MEDLINE
| ID: mdl-34029103
ABSTRACT
A catalytic enantioselective Strecker reaction of isatin-derived N-unsubstituted ketimines directly afforded the N-unprotected α-aminonitriles with a tetrasubstituted carbon stereocenter in up to 99% ee without requiring protection/deprotection steps. One-pot Strecker reactions from the parent carbonyl compounds were also realized with comparable yields and enantioselectivities. Direct transformations of the N-unprotected α-aminonitrile products streamlined the synthesis of unnatural amino acid derivatives and achieved the shortest one-pot stereoselective routes to a biologically active compound reported to date.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2021
Document type:
Article
Affiliation country: