200341-72-6Relevant academic research and scientific papers
A kiyooka aldol approach for the synthesis of the C(14)-C(23) segment of the diastereomeric analog of tedanolide C
Buelow, Leila,Naini, Arun,Fohrer, Joerg,Kalesse, Markus
, p. 6038 - 6041 (2012/01/06)
The challenging synthesis of a quaternary center within the highly oxygenated setting of tedanolide C can be performed via a Kiyooka aldol reaction. Here, the diastereomeric analog of tedanolide C with the configurations between C10 and C20 opposite compared to the proposed structure was chosen as the synthetic target. The tetra-substituted silyl ketene acetal provides the southern hemisphere of tedanolide C in useful selectivities, and the absolute configuration of the newly generated quaternary center was determined by NOE experiments of the corresponding acetonide.
Total synthesis of antascomicin B
Brittain, Dominic E. A.,Griffiths-Jones, Charlotte M.,Linder, Michael R.,Smith, Martin D.,McCusker, Catherine,Barlow, Jaqueline S.,Akiyama, Ryo,Yasuda, Kosuke,Ley, Steven V.
, p. 2732 - 2737 (2007/10/03)
(Chemical Equation Presented) The structurally enticing antascomicin B (1), which exhibits potent immunosuppressant-antagonizing properties, has a complex polyketide structure. Key steps in its enantioselective total synthesis include a transannular catec
Design, total synthesis, and evaluation of C(13)-C(14) cyclopropane analogues of (+)-discodermolide
Smith III, Amos B.,Xian, Ming,Liu, Fenghua
, p. 4613 - 4616 (2007/10/03)
(Chemical Equation Presented) The design, total synthesis, and biological evaluation of two C(13)-C(14)-cyclopropyl analogues [(+)-1 and (+)-2] of (+)-discodermolide have been achieved. Key features of the syntheses include highly stereoselective, hydroxy
Synthesis of the C8-C15 segment of (+)-discodermolide
Miyazawa, Masahiro,Oonuma, Satoshi,Maruyama, Kimiyuki,Miyashita, Masaaki
, p. 1193 - 1194 (2007/10/03)
Succeeding to the preceding paper, stereoselective synthesis of the C8-C15 segment of (+)-discodermolide (1), the marine natural product having the potent immunosuppressive activity, is described in which the contiguous asymmetric ce
