267236-28-2Relevant academic research and scientific papers
Total synthesis of (-)-amphidinolide P
Williams, David R.,Myers, Brian J.,Mi, Liang
, p. 945 - 948 (2000)
(equation presented) The convergent enantiocontrolled total synthesis of the 15-membered macrolactone (-)-amphidinolide P is reported. Key transformations include a Sakurai allylation, a Stille coupling for the formation of a fully functionalized acyclic
Studies for the total synthesis of amphidinolide P
Williams, David R.,Myers, Brian J.,Mi, Liang,Binder, Randall J.
, p. 4762 - 4778 (2013/07/05)
A convergent, enantiocontrolled total synthesis of the 15-membered macrolide, amphidinolide P, is described. The synthesis utilizes three nonracemic components for an efficient assembly of the macrolactone in 12 steps via the longest linear pathway. Key developments include studies of the Hosomi-Sakurai reaction for the formation of the C6-C7 bond, a "ligandless" palladium-mediated Stille cross-coupling of the vinylic stannane 4 and the alkenyl bromide 5 to produce a highly functionalized dienol, and a thermally induced, intramolecular lactonization via the late-stage formation of an intermediate α-acylketene.
