80184-02-7Relevant articles and documents
Spirastrellolide E: Synthesis of an advanced C(1)-C(24) southern hemisphere
Sokolsky, Alexander,Wang, Xiaozhao,Smith, Amos B.
, p. 3160 - 3164 (2015)
The synthesis of a C(1)-C(24) advanced southern hemisphere fragment towards the total synthesis of spirastrellolide E has been achieved. Highlights of the route include a highly convergent Type I Anion Relay Chemistry (ARC) tactic for fragment assembly, in conjunction with a directed, regioselective gold-catalyzed alkyne functionalization to generate the central unsaturated [6,6]-spiroketal.
Isomer Selectivity in Stereocontrolled Payne Rearrangement-epoxide Cleavage of 2,3-Epoxy Alcohols in Aprotic Solvents: Application to an Enantioselective Total Synthesis of (+)-exo-Brevicomin
Page, Philip C. Bulman,Rayner, Christopher M.,Sutherland, Ian O.
, p. 1375 - 1382 (2007/10/02)
Organo-copper and -cuprate reagents may be used to trap the more reactive epoxy alkoxide isomer in a Lewis acid-catalysed Payne rearrangement process.This methodology has been used as the key step in a five-step enantioselective total synthesis of (+)-exo
Enantioselective total synthesis of ingramycin
Tanner, David,Somfai, Peter
, p. 4395 - 4406 (2007/10/02)
An enantioselective total synthesis of the 14-membered macrolide antibiotic ingramycin, 1, is described. In a convergent approach three chiral fragments A,B and C are assembled, the allylic bromide A deriving its chirality from L-serine while the asymmetr