171013-53-9Relevant academic research and scientific papers
Total syntheses of (+)-trienomycins A and F via a unified strategy
Smith III,Barbosa,Wong,Wood
, p. 8316 - 8328 (1996)
The first total syntheses of (+)-trienomycins A and F, representative members of a new class of cytotoxic ansamycin antibiotics, have been achieved. Key features of the unified synthetic scheme included incorporation of the (E,E,E)-triene unit with concom
Convenient syntheses of (2R,3S,4R)-3-(tert-butyldimethylsilanyloxy)-2,4-dimethyl-5-oxopentanoic acid methoxymethylamide from methacrolein. Preparation of C1-C7 and C17-C24 fragments of (+)-discodermolide
Day, Billy W.,Kangani, Cyrous O.,Avor, Kwasi S.
, p. 1161 - 1165 (2002)
Two new highly stereoselective routes to (2R,3S,4R)-3-(tert-butyldimethylsilanyloxy)-2,4-dimethyl-5-oxopentanoic acid methoxymethylamide, an important intermediate in natural product synthesis, are described. Both schemes are considerably shorter and less
Stereocontrolled preparation of the C1-C14 polyene fragment of benzenic ansamycin antibiotics ansatrienin A and B
Sch?ning, Kai-Uwe,Wittenberg, Rüdiger,Kirschning, Andreas
, p. 1624 - 1626 (2007/10/03)
A practical synthesis of the C1-C14 polyene unit 5 in ansatrienin A (mycotrien l), 1a, and other ansamycin antibiotics is described which involves elaboration of the chiral unsaturated aldehyde 6 and phosphonate 7, followed by coupling of the building blocks by Horner-Emmons-olefination and Duthaler's aldolation. The synthesis of 6 successfully applies two consecutive Evans-aldol reactions for constructing the carbon backbone.
Toward the total synthesis of hygrolidin: Stereocontrolled construction of the C1-C17 seco-acid fragment and the C18-C25 masked hemiacetal subunit
Makino, Kazuishi,Kimura, Ken-Ichi,Nakajima, Noriyuki,Hashimoto, Shun-Ichi,Yonemitsu, Osamu
, p. 9073 - 9076 (2007/10/03)
Toward the first total synthesis of 16-membered macrolide antibiotic hygrolidin, the C1-C17 seco-acid fragment and the C18-C25 masked hemiacetal subunit as potential precursors have been synthesized in enantiomerically homogeneous forms. Copyright (C) 199
