880766-65-4Relevant academic research and scientific papers
Convergent total synthesis of (+)-mycalamide A
Kagawa, Natsuko,Ihara, Masataka,Toyota, Masahiro
, p. 6796 - 6805 (2007/10/03)
The details of a convergent total synthesis of (+)-mycalamide A are descri7bed. Yb(OTf)3-TMSCl-catalyzed cross-aldol reaction conditions are used to synthesize the right segment of mycalamide A. In this reaction, an acid-sensitive aldehyde reacts with methyl trimethylsilyl dimethylketene acetal without epimerization to provide the desired aldol adduct. Additionally, a tetrahydropyran ring, which is the left segment of mycalamide A, is prepared using a novel one-pot δ-lactone formation methodology. Both segments are constructed from a common starting material, D-mannitol. These segments are then coupled in the presence of BuLi, and the functional groups are transformed to complete the synthesis of (+)-mycalamide A.
Total synthesis of (+)-mycalamide A
Kagawa, Natsuko,Ihara, Masataka,Toyota, Masahiro
, p. 875 - 878 (2007/10/03)
A convergent total synthesis of (+)-mycalamide A is described. A Yb(OTf)3-TMSCl catalytic system is used to synthesize a trioxadecalin ring system, which contains the right segment of mycalamide A. In addition, a tetrahydropyran ring, which is
