507480-05-9Relevant academic research and scientific papers
A Non-Aldol Preparation of Enantiopure Propionate-Derived Motifs with the Assistance of Chiral Sulfoxides: Application to a Convergent Synthesis of the Lactone Core of Octalactins
Bauder, Claude
, p. 5402 - 5413 (2015/08/24)
Propionate-derived fragments were prepared by a non-aldol method using chiral sulfoxide chemistry. A methacrylate ester, assisted by a chiral sulfoxide as an auxiliary agent, was easily transformed into an optically pure allylic alcohol, which was then su
Stereoselective Aldol-Type Cyclization Reaction Mediated by Dibutylboron Triflate/Diisopropylethylamine
Das, Sanjib,Li, Lian-Sheng,Sinha, Subhash C.
, p. 123 - 126 (2007/10/03)
(Equation presented) Dibutylboron triflate/diisopropylethylamine mediated aldol-type cyclization provides an expedient route for the stereoselective synthesis of cyclic ethers in a single step. The method is highly efficient for the stereoselective synthe
Formal total synthesis of salicylihalamides A and B
Holloway, Georgina A.,Huegel, Helmut M.,Rizzacasa, Mark A.
, p. 2200 - 2204 (2007/10/03)
An efficient synthesis of the macrolactone 3 of the salicylihalamides in 10 linear steps from alkene 6 is described. The key steps involved a Stille coupling between the chiral stannane 5 and benzyl bromide 4, which produced alkene 15 in good yield, and subsequent base-induced macrolactonization then gave compound 3. Macrolactone 3 was then converted into the known salicylihalamide A intermediate 18 in a three-step sequence. Compound 3 was also converted into another known salicylihalamide A and B intermediate 23 in a five-step sequence.
