Short synthesis of the CDEF ring system of lactonamycin.
[reaction: see text]. A synthesis of the CDEF fragment of lactonamycin is achieved in eight steps (six pots) from the known and readily available anhydride 4 via a Diels-Alder reaction between tricycle 13 and 2,3-dimethylbenzoquinone.
Kelly
T Ross
TR
E. F. Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA. ross.kelly@bc.edu
Xu
Dongcheng
D
Martínez
Gabriel
G
Wang
Haixia
H
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D007211:Indoles / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D009285:Naphthoquinones / Q000138:chemical synthesis*; D017655:Silicon Compounds / Q000737:chemistry
D000900:Anti-Bacterial Agents; D007202:Indicators and Reagents; D007211:Indoles; D009285:Naphthoquinones; D017655:Silicon Compounds; C102442:lactonamycin