General approach to epipolythiodiketopiperazine alkaloids: total synthesis of (+)-chaetocins A and C and (+)-12,12'-dideoxychetracin A.
A highly stereoselective and systematic strategy for the introduction of polysulfides in the synthesis of epipolythiodiketopiperazines is described. We report the first total synthesis of dimeric epitri- and epitetrathiodiketopiperazines.
Kim
Justin
J
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
Movassaghi
Mohammad
M
D010879:Piperazines / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
D010879:Piperazines; C002511:chaetocin