Catalytic asymmetric conjugate addition of thiols to α,β-unsaturated thioamides: expeditious access to enantioenriched 1,5-benzothiazepines.
Softly does it: The title reaction proceeded under proton transfer conditions with a catalyst prepared from commercially available reagents to afford the desired product in high enantioselectivity. The reaction was compatible with a free amino group, thus allowing for expeditious access to enantiomerically enriched 1,5-benzothiazepines, which are important chemical entities in medicinal chemistry.
Institute of Microbial Chemistry, Tokyo, Japan.
Takanori
T
Ogawa
Naoya
N
Kumagai
Masakatsu
M
Shibasaki
D002384:Catalysis; D015394:Molecular Structure; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013841:Thiazepines / Q000138:chemical synthesis* / Q000737:chemistry; D013854:Thioamides / Q000138:chemical synthesis / Q000737:chemistry*
C106746:1,5-benzothiazepine; D013438:Sulfhydryl Compounds; D013841:Thiazepines; D013854:Thioamides