1379822-84-0Relevant articles and documents
Enantioselective Total Synthesis of Diocollettines A
Kawamoto, Yuichiro,Kobayashi, Toyoharu,Ito, Hisanaka
, p. 5813 - 5816 (2019)
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.
Total synthesis of (-)-blepharocalyxin D and analogues
Cons, Benjamin D.,Bunt, Adam J.,Bailey, Christopher D.,Willis, Christine L.
supporting information, p. 2046 - 2049 (2013/06/05)
An efficient strategy for the total synthesis of (-)-blepharocalyxin D and an analogue is described. The key step involves an acid-mediated cascade process in which reaction of methyl 3,3-dimethoxypropanoate with γ,δ- unsaturated alcohols possessing diastereotopic styrenyl groups gives trans-fused bicyclic lactones with the creation of two rings and four stereocenters in one pot.
Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols: Synthetic targets inspired by blepharocalyxin D
Bunt, Adam J.,Bailey, Christopher D.,Cons, Benjamin D.,Edwards, Sophie J.,Elsworth, Jon D.,Pheko, Tshepo,Willis, Christine L.
supporting information; experimental part, p. 3901 - 3904 (2012/06/04)
trans-2,8-Dioxabicyclodecanes were prepared in high yield with the creation of up to three stereocenters in a single pot by the acid-mediated reaction of γ,δ-unsaturated alcohols with aldehydes (see scheme, Bn=benzyl). This versatile reaction enables the stereoselective introduction of substituents at the C3, C4, C7, and C9 positions of the bicyclic framework. Copyright
