501419-21-2Relevant academic research and scientific papers
Synthesis of the spirofungin a core via a domino strategy consisting of olefinic ester ring-closing metathesis and iodospiroacetalization
Neumaier, Jochen,Maier, Martin E.
, p. 187 - 190 (2011/03/22)
Olefination of ester 26 which was obtained from acid 20 and alkenol 25 using a reduced titanium ethylidene reagent led to cyclic enol ether 28 which could be cyclized by iodospiroacetalization to the spiroacetal core of the antifungal compound spirofungin
Short synthesis of the 6,6-spiroketal cores of spirofungins A and B
Dias, Luiz C.,De Oliveira, Luciana G.
, p. 2587 - 2590 (2007/10/03)
(Matrix Presented) Initial efforts toward the total synthesis of the antifungal antibiotics spirofungins A and B are reported. A short and efficient synthesis of the C9-C20 6,6-spiroketal fragments of both compounds is described. This asymmetric approach
Efficient synthesis of the 6,6-spiroacetal of spirofungin A
Shimizu, Takeshi,Kusaka, Junichi,Ishiyama, Haruaki,Nakata, Tadashi
, p. 4965 - 4968 (2007/10/03)
The 6,6-spiroacetal segment of spirofungin A, an antifungal antibiotic isolated from Streptomyces violaceusniger Tü 4113, was efficiently prepared via the coupling reaction of the Weinreb amide and the alkyne which are readily available from the common in
Enantioselective total synthesis of borrelidin
Duffey, Matthew O.,LeTiran, Arnaud,Morken, James P.
, p. 1458 - 1459 (2007/10/03)
The first total synthesis of the natural product borrelidin is described. The propionate fragment of the molecule was concisely synthesized through catalytic enantioselective reductive aldol reactions, a catalytic Negishi coupling, and a catalytic directed hydrogenation. The propionate segment was then fused to the vinyl iodide fragment through a catalytic Sonogashira coupling. Subsequent catalytic hydrostannylation and catalytic cyanation allowed access to the target structure. Copyright
