Total synthesis of reveromycin A.
The stereoselective total synthesis of reveromycin A (1), a potent inhibitor of eukaryotic cell growth, has been accomplished on the basis of the stereocontrolled construction of the 6,6-spiroketal system, efficient succinylation of the tert-alcohol under high pressure, and the introduction of the unsaturated side chains.
Shimizu
T
T
RIKEN (The Institute of Physical and Chemical Research), Wako, Saitama 351-0198, Japan. tshimizu@postman.riken.go.jp
Masuda
T
T
Hiramoto
K
K
Nakata
T
T
D000903:Antibiotics, Antineoplastic / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D008968:Molecular Conformation; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013302:Streptomyces / Q000737:chemistry
D000903:Antibiotics, Antineoplastic; D007202:Indicators and Reagents; D011714:Pyrans; D013141:Spiro Compounds; C068098:reveromycin A