TY - JOUR
T1 - Catalytic enantioselective cascade Michael/cyclization reaction of 3-isothiocyanato oxindoles with exocyclic α,β-unsaturated ketones
T2 - En route to 3,2′-pyrrolidinyl bispirooxindoles
AU - Kayal, Satavisha
AU - Mukherjee, Santanu
PY - 2016/1/1
Y1 - 2016/1/1
N2 - Cascade Michael/cyclization reactions between 3-isothiocyanato oxindoles and exocyclic α,β-unsaturated ketones are shown to proceed efficiently in the presence of a quinine-derived tertiary amino-squaramide catalyst and furnish 3,2′-pyrrolidinyl bispirooxindoles containing two spiro-quaternary and three contiguous stereocenters as a single diastereomer with excellent enantioselectivities (up to 99:1 er).
AB - Cascade Michael/cyclization reactions between 3-isothiocyanato oxindoles and exocyclic α,β-unsaturated ketones are shown to proceed efficiently in the presence of a quinine-derived tertiary amino-squaramide catalyst and furnish 3,2′-pyrrolidinyl bispirooxindoles containing two spiro-quaternary and three contiguous stereocenters as a single diastereomer with excellent enantioselectivities (up to 99:1 er).
UR - http://www.scopus.com/inward/record.url?scp=84994591690&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84994591690&partnerID=8YFLogxK
U2 - 10.1039/c6ob02187e
DO - 10.1039/c6ob02187e
M3 - Article
AN - SCOPUS:84994591690
VL - 14
SP - 10175
EP - 10179
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
SN - 1477-0520
IS - 43
ER -