106356-53-0Relevant articles and documents
Stereoselective synthesis of the C1-C12 fragment of the cytotoxic macrolide FD-891
Murga, Juan,García-Fortanet, Jorge,Carda, Miguel,Marco, J. Alberto
, p. 2830 - 2832 (2004)
A stereoselective synthesis of the C1-C12 fragment of the naturally occurring, cytotoxic macrolide FD-891, is described. The initial chirality was created via an asymmetric Evans aldol reaction. Two other asymmetric reactions, a Sharpless epoxidation and
Stereoselective synthesis of (-)-galantinic acid
Dubey, Abhishek,Harbindu, Anand,Kumar, Pradeep
, p. 901 - 904 (2011)
An efficient and highly concise synthesis of (-)-galantinic acid has been achieved using an asymmetric allylation reaction of Garner's aldehyde. Georg Thieme Verlag Stuttgart - New York.
Total Synthesis and Tentative Structural Elucidation of Cryptomoscatone E3: Interplay of Experimental and Computational Studies
Novaes, Luiz F.T.,Sarotti, Ariel M.,Pilli, Ronaldo A.
, p. 12027 - 12037 (2015)
A successful combination of computational chemistry and total synthesis was explored to tentatively elucidate the absolute configuration of cryptomoscatone E3, a polyketide isolated from the Brazilian tree Cryptocarya mandiocanna. Two independent synthetic approaches are discussed based on asymmetric allylation, ring closing metathesis, and aldol reactions.
Enantioselective Total Synthesis of Diocollettines A
Kawamoto, Yuichiro,Kobayashi, Toyoharu,Ito, Hisanaka
supporting information, p. 5813 - 5816 (2019/07/08)
The first enantioselective total synthesis of diocollettines A was accomplished in only six steps from a known compound. A short and practical synthetic route was disclosed, featuring an intensive investigation of the stereoselective aldol reaction as a key step using an easily prepared aldehyde moiety and an enone derivative. The synthetic scheme also includes the efficient stereocontrolled construction of the tricyclic skeleton of diocollettines A by intramolecular acetal formation, stereoselective dihydroxylation, and intramolecular ether cyclization.
Studies on C18-C20 aldol couplings of rhizopodin
Dieckmann, Michael,Rudolph, Sven,Lang, Carolin,Ahlbrecht, Wiebke,Menche, Dirk
, p. 2305 - 2315 (2013/09/02)
The aldol addition of an enol(ate) to a carbonyl compound is one of the most powerful and versatile C-C bond forming reactions. In complex target synthesis the coupling of two chiral partners may complicate the stereochemical outcome by multiple stereoinductions. Here, we report studies on pivotal aldol couplings employed in the rhizopodin synthesis, detailing the various directing effects exerted by the stereogenic centers present in this sterically hindered connection. Georg Thieme Verlag Stuttgart. New York.