Enantioselective synthesis of spirooxoindoles via chiral auxiliary (bicyclic lactam) controlled SNAr reactions.
A highly efficient enantioselective S(N)Ar reaction of chiral acyl bicyclic lactam with substituted-2,4-dinitrobenzenes was developed, affording products containing quarternary stereogenic centers. They are further utilized towards an enantioselective synthesis of spirooxoindoles.
Sen
Subhabrata
S
Medicinal Chemistry Department, GVK Biosciences, Plot 28A, IDA Nacharam, Hyderabad, India. Subhabrata.sen@gvkbio.com
Potti
Venkata R
VR
Surakanti
Ramu
R
Murthy
Y L N
YL
Pallepogu
Raghavaiah
R
D000215:Acylation; D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D018360:Crystallography, X-Ray; D007211:Indoles / Q000138:chemical synthesis*; D007769:Lactams / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
D001643:Bridged Bicyclo Compounds; D007211:Indoles; D007769:Lactams; D013141:Spiro Compounds