An efficient asymmetric synthesis of manzacidin C.
A brief synthesis of manzacidin C based on a chiral silane-promoted diastereo- and enatioselective acylhydrazone-alkene [3 + 2] cycloaddition reaction has been achieved. This synthesis is the first synthesis of any of the manzacidins wherein the C(4) and C(6) stereocenters are established in a single highly stereoselective step.
Department of Chemistry, Columbia University, New York, New York 10027, USA.
Kristy
K
Tran
Pamela J
PJ
Lombardi
James L
JL
Leighton
D003500:Cyclization; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D011743:Pyrimidines; D011758:Pyrroles; C470326:manzacidin C