945265-71-4Relevant academic research and scientific papers
Total synthesis of amphidinolide E and amphidinolide E stereoisomers
Va, Porino,Roush, William R.
, p. 5768 - 5796 (2008/02/02)
Four amphidinolide E stereoisomers, amphidinolide E (1), 2-epi-amphidinolide E (2), 19-epi-amphidinolide E (3), and 2-epi-19-epi-amphidinolide E (4), have been synthesized via the judicious union of aldehyde 5, allylsilanes 7 or 8, acids 9 or 10, and viny
(+)-Sorangicin A synthetic studies. Construction of the C(1-15) and C(16-29) subtargets
Smith III, Amos B.,Fox, Richard J.,Vanecko, John A.
, p. 3099 - 3102 (2007/10/03)
(Chemical Equation Presented) Effective stereocontrolled syntheses of subtargets (-)-2 and (-)-4, comprising respectively the C(16-29) and C(1-15) tetrahydropyran and dihydropyran moieties of the potent antibiotic (+)-sorangicin A (1), have been achieved. The cornerstone for the synthesis of (-)-2 involved an aldol tactic exploiting 1,4-induction, followed in turn by an acid-mediated cyclization/ketalization and hydrosilane reduction promoted by TMSOTf, while construction of (-)-4 entailed a stereoselective conjugate addition/α-oxygenation sequence.
