General synthesis of epi-series catechins and their 3-gallates: reverse polarity strategy.
A general synthetic route to the epi-series catechins was developed based on the reverse polarity strategy. Aromatic nucleophilic substitution reaction followed by the sulfinyl-metal exchange and cyclization enabled stereo-controlled access to various members of epi-series catechins and their 3-gallates.
Ohmori
Ken
K
Department of Chemistry, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8551, Japan.
Yano
Takahisa
T
Suzuki
Keisuke
K
D000975:Antioxidants / Q000138:chemical synthesis; D002392:Catechin / Q000031:analogs & derivatives / Q000138:chemical synthesis*; D002625:Chemistry, Organic / Q000379:methods; D003500:Cyclization; D005707:Gallic Acid / Q000138:chemical synthesis*
D000975:Antioxidants; D005707:Gallic Acid; D002392:Catechin; C045651:epigallocatechin gallate