Catalytic asymmetric synthesis of spirooxindoles by a mannich-type reaction of isothiocyanato oxindoles.
Easy access: a strontium/Schiff base complex as catalyst for the title reaction provided straightforward access to enantiomerically enriched spiro[imidazolidine-4,3'-oxindole] compounds, as well as a spiro[imidazoline-4,3'-oxindole] through a two-step conversion from the Mannich adduct.
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Japan.
Shota
S
Kato
Tatsuhiko
T
Yoshino
Masakatsu
M
Shibasaki
Motomu
M
Kanai
Shigeki
S
Matsunaga
D002384:Catalysis; D007211:Indoles / Q000138:chemical synthesis*; D017879:Isothiocyanates / Q000737:chemistry*; D008352:Mannich Bases / Q000737:chemistry*; D015394:Molecular Structure; D000078183:Oxindoles; D012545:Schiff Bases / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
D007211:Indoles; D017879:Isothiocyanates; D008352:Mannich Bases; D000078183:Oxindoles; D012545:Schiff Bases; D013141:Spiro Compounds; C022960:2-oxindole