Diastereoselective Dieckmann condensation suitable for introduction of the duocarmycin A C6 center: development of a divergent strategy for the total synthesis of duocarmycins A and SA.
The development of a divergent approach to the introduction of the C-ring of the duocarmycin A and SA alkylation subunits is detailed and includes the development of a diastereoselective Dieckmann condensation suitable for introduction of the duocarmycin A C6 center with control of its relative and natural R absolute configuration.
Boger
D L
DL
Department of Chemistry, Scripps Research Institute, La Jolla, CA 92037, USA.
Nishi
T
T
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis*; D002244:Carbon / Q000737:chemistry; D000080890:Duocarmycins; D007211:Indoles; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis; D011760:Pyrrolidinones / Q000138:chemical synthesis
D000903:Antibiotics, Antineoplastic; D000080890:Duocarmycins; D007211:Indoles; D011758:Pyrroles; D011760:Pyrrolidinones; C066098:duocarmycin SA; D002244:Carbon; C058289:duocarmycin A