154491-89-1Relevant articles and documents
Mild deprotection of PMB ethers using tert-butyl bromide
Rival, Nicolas,Albornoz Grados, Arantxa,Schiavo, Lucie,Colobert, Fran?oise,Hanquet, Gilles
, p. 6823 - 6826 (2015)
A convenient and high yielding method for the cleavage and scavenging of p-methoxybenzyl protecting group of several alcohols using tert-butyl bromide in refluxing acetonitrile is described. Under these mild conditions other protecting groups such as acid sensitive allyl, benzyl, and Me3CPh2Si ethers, or isopropylidene acetals were unchanged. Interestingly, a selective alkoxy-PMB cleavage was observed in the presence of a PMB phenoxy ether.
Asymmetric total syntheses of cochliomycin A and zeaenol
Jana, Nandan,Nanda, Samik
scheme or table, p. 4313 - 4320 (2012/09/22)
The first asymmetric total syntheses of two resorcylic acid lactones (RALs) - cochliomycin A and zeaenol - have been achieved in a divergent way. The main highlight of our strategy involves successful application of stereoselecive Keck allylation and Julia-Kocienski olefination to access an advanced intermediate, by starting from L-tartaric acid as a chiral pool compound. This intermediate is coupled with a trisubstituted benzoic acid to afford a common RCM precursor for both target molecules. Ring-closing metathesis at a late stage, followed by functional group manipulation, yielded the target molecules in an efficient way. Two resorcylic acid lactones (RALs) - cochliomycin A and zeaenol - have been synthesized for the first time by an enantiodivergent route from the common chiral pool compound L-tartaric acid. Copyright
The furan approach to oxacycles. Part 4: A synthesis of (+)-decarestrictine L
García, Isela,Gómez, Generosa,Teijeira, Marta,Terán, Carmen,Fall, Yagamare
, p. 1333 - 1335 (2007/10/03)
We describe an efficient new approach for the enantioselective synthesis of (+)-(2R,3S,6R)-decarestrictine L from commercially available starting material using our newly developed methodology based on the oxidation of a furan ring with singlet oxygen fol