Stereoselective synthesis of the C(1)-C(19) fragment of tetrafibricin.
[reaction: see text] A stereoselective synthesis of the C(1)-C(19) fragment of tetrafibricin has been accomplished via a highly diastereoselective double allylboration reaction of 6-8 and an iodonium ion promoted urethane cyclization for the installation of the C(15) alkoxy function in 3.
Lira
Ricardo
R
Departments of Chemistry and Biochemistry, Scripps Florida, Jupiter, Florida 33458, USA.
Roush
William R
WR
D000438:Alcohols / Q000737:chemistry; D000498:Allyl Compounds / Q000737:chemistry; D001895:Boron / Q000737:chemistry; D003500:Cyclization; D005343:Fibrinolytic Agents / Q000494:pharmacology*; D007455:Iodine / Q000737:chemistry; D007477:Ions; D018942:Macrolides / Q000138:chemical synthesis*; D008956:Models, Chemical; D013237:Stereoisomerism; D013302:Streptomyces / Q000737:chemistry*; D014520:Urethane / Q000737:chemistry
D000438:Alcohols; D000498:Allyl Compounds; D005343:Fibrinolytic Agents; D007477:Ions; D018942:Macrolides; C059688:alkoxyl radical; C082780:tetrafibricin; D014520:Urethane; D007455:Iodine; D001895:Boron