Total synthesis of sphingofungin F.
[reaction: see text] A concise, stereocontrolled synthesis of sphingofungin F was achieved. Key features involve diastereoselective oxazoline formation catalyzed by palladium(0), MgBr(2)-promoted gamma-alkoxy allylic stannane addition, and palladium(0)-catalyzed coupling of a vinyl iodide with an organozinc reagent.
Lee
Kee-Young
KY
College of Pharmacy, SungKyunKwan University, Suwon 440-746, Korea.
Oh
Chang-Young
CY
Ham
Won-Hun
WH
D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism
D000596:Amino Acids; D000935:Antifungal Agents; D005231:Fatty Acids, Unsaturated; C078944:sphingofungin F; D010165:Palladium