1029569-92-3Relevant academic research and scientific papers
Total synthesis of (-)-ulapualide A, a novel tris-oxazole macrolide from marine nudibranchs, based on some biosynthesis speculation
Pattenden, Gerald,Ashweek, Neil J.,Baker-Glenn, Charles A. G.,Kempson, James,Walker, Gary M.,Yee, James G. K.
supporting information; experimental part, p. 1478 - 1497 (2008/10/09)
A new, second generation, total synthesis of ulapualide A (1), whose stereochemistry was recently determined from X-ray analysis of its complex with the protein actin, is described. The synthesis is designed and based on some speculation of the biosynthet
Application of oxazolidinone α-fluoro amide chiral building blocks in the asymmetric synthesis of fluorinated carbohydrates: 2-Deoxy-2-fluoropentoses
Davis, Franklin A.,Qi, Hongyan,Sundarababu, Gajendran
, p. 5303 - 5310 (2007/10/03)
Deconjugative electrophilic fluorination of the lithium dienolate of Z-α,β-unsaturated imide (+)-9 with N-fluorobenzene-sulfonimide (NFSi) afforded the E-β,γ-unsaturated α-fluoro imide (+)-10 as a single diastereoisomer. Dihydroxylation resulted in the formation of 2-fluoro-2-deoxy-γ-xylonic and -lyxonic lactones, 12a and 12b, respectively. Reduction and deprotection of the lactones afforded 2-deoxy-2-fluoro-xylo-D-pyranose (15) and 2-deoxy-2-fluoro-lyxo-L-pyranose (17). (C) 2000 Elsevier Science Ltd.
Enantioselective synthesis of ent-stellettamide A: Asymmetric dipolar cycloadditions with Me3SiCHN2
Whitlock, Gavin A.,Carreira, Erick M.
, p. 2007 - 2022 (2007/10/03)
We report an enantioselective synthesis of ent-stellettamide A. Efficient entry into the indolizidine is possible through the application of a diastereoselective dipolar cycloaddition reaction of Me3SiCHN2.
A total synthesis of the unique tris-oxazole macrolide ulapualide a produced by the marine nudibranch Hexabranchus sanguineus
Chattopadhyay, Shital K.,Pattenden, Gerald
, p. 2429 - 2454 (2007/10/03)
A total synthesis of ulapualide A (1), whose relative stereochemistry was assigned on the basis of an earlier molecular mechanics study of its hypothetical metal chelated complex 9, is described. The synthesis is based on: i, elaboration of the double fun
