Toward the total synthesis of phorboxazole B: an efficient synthesis of the C20-C46 segment.
An efficient synthesis of the C20-C46 segment of phorboxazole B is described. The key steps involved Hg(OAc)(2)/I(2)-induced cyclization to construct the cis-tetrahydropyran moiety, the coupling of the metalated 2-methyloxazole 7 with lactone 6, and Julia olefination to furnish the conjugated diene moiety.
Li
De Run
DR
Shanghai Institute of Organic Chemistry, 354 Fenglin Rd, Shanghai 200032, P.R. China.
Sun
Cai Yun
CY
Su
Ce
C
Lin
Guo-Qiang
GQ
Zhou
Wei-Shan
WS
D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry
D006576:Heterocyclic Compounds, 4 or More Rings; D010080:Oxazoles; C408887:phorboxazole A