124356-91-8Relevant articles and documents
Synthesis and Biological Evaluation of Dichlorinated Chondramide Derivatives
Becker, Dominic,Kazmaier, Uli
, p. 4198 - 4213 (2015)
Straightforward synthetic protocols for the synthesis of new ethyl-substituted dichlorinated chondramides with different methyl-substitution patterns in the polyketide fragment have been developed. The methyl groups at the ?-position can be removed comple
Divergent mechanistic routes for the formation of gem-dimethyl groups in the biosynthesis of complex polyketides
Poust, Sean,Phelan, Ryan M.,Deng, Kai,Katz, Leonard,Petzold, Christopher J.,Keasling, Jay D.
, p. 2370 - 2373 (2015)
The gem-dimethyl groups in polyketide-derived natural products add steric bulk, accordingly, lend increased stability to medicinal compounds, however, our ability to rationally incorporate this functional group in modified natural products is limited. In
Racemization of α-Alkyl-β-Keto Esters and Enantioselective Total Synthesis of Two C-2′′′Epimers of Plant Glycerolipid Santinol C
Wu, Wen-Ju,Li, Mei-Mei,Liu, Bo,Wu, Yikang
supporting information, p. 3169 - 3173 (2019/05/21)
It is broadly believed that optically active α-alkyl-β-keto esters racemize very quickly. Nevertheless, no one really knows how fast the racemization is. In fact, such species are hardly attainable to date. Now, a facile entry to these greatly understudied esters has been found and their racemization has been studied for the first time. The results showed that under neutral or slightly acidic conditions such species were much more stable than one might expect, though they did racemize rapidly under basic conditions. In light of the new findings, santinol C was also synthesized in enantiopure forms.
Concise synthesis and revision of the proposed biogenesis of helicascolides
Zheng, Kuan,Xie, Changmin,Hong, Ran
, p. 4459 - 4464 (2017/10/30)
A concise synthesis of helicascolides A, B and C was achieved in three to five steps from commercially available materials. The key transformations of the synthesis include an Evans-Metternich anti-aldol reaction of the known β-keto imide 10 and strategic