106357-30-6Relevant academic research and scientific papers
The first stereoselective total synthesis of lankanolide. Part 2
Hamada, Tatsuo,Kobayashi, Yukinari
, p. 4347 - 4350 (2007/10/03)
The seco-acid derivative designed by conformation calculation and lactonization experiment of model seco-acids was synthesized, and subjected to macrolactonization to afford the lactone derivative. The lankanolide was synthesized via several steps after the lactonization, and the synthetic lankanolide was confirmed to have the same physical data (NMR, mass, IR and αD) as the lankanolide prepared from lankamycin according to the reported method.
Synthesis of the acyltetronic acid ionophore tetronasin (ICI M139603)
Ley, Steven V.,Brown, Dearg S.,Clase, J. Andrew,Fairbanks, Antony J.,Lennon, Ian C.,Osborn, Helen M. I.,Stokes, Elaine S. E.,Wadsworth, David J.
, p. 2259 - 2276 (2007/10/03)
A synthetic strategy for the preparation of tetronasin 1, an acyltetronic acid ionophore demonstrating antibiotic, antiparasitic and growth promotion in ruminants is described. The key step involves a metal mediated cyclization reaction which creates two
Biosynthesis of Tetronasin: Part 4, Preparation of Deuterium Labelled C19-C26, C17-C26, C11-C26 and C3-C26 Polyketide Fragments as Putative Biosynthetic Precursors of the Ionophore Antibiotic Tetronasin (ICI 139603)
Boons, Geert-Jan,Clase, J. Andrew,Lennon, Ian C.,Ley, Steven V.,Staunton, James
, p. 5417 - 5446 (2007/10/02)
Six deuterium labelled N-acylcysteamine polyketide derivatives (3) - (8) have been prepared as putative precursors for incorporation in studies of the biosynthesis of the ionophore antibiotic tetronasin (1).The route to these compounds was designed to be
Two New Routes to the C19-C26 Tetrahydrofuran Fragment of the Acyl Tetronic Acid Ionophore Tetronasin (ICI M139603)
Boons, Geert-Jan,Brown, Dearg S.,Clase, J. Andrew,Lennon, Ian C.,Ley, Steven V.
, p. 319 - 322 (2007/10/02)
Two highly efficient and complementary synthetic routes to the C19-C26 tetrahydrofuran fragment (2) of the novel acyltetronic acid ionophore antibiotic tetronasin (ICI 139603) (1) are described to provide multigramme quantities of the required product.
Acyclic diastereoselective synthesis using tartrate ester modified crotylboronates. Double asymmetric reactions with α-methyl chiral aldehydes and synthesis of the C(19)-C(29) segment of rifamycin S
Roush, William R.,Palkowitz, Alan D.,Ando, Kaori
, p. 6348 - 6359 (2007/10/02)
Double asymmetric reactions of the tartrate ester modified crotylboronates 1 and 2 and α-methyl chiral aldehydes are described. The reactions of the appropriate enantiomers of 1 and 2 with β-alkoxy-α-methylpropionaldehydes 11 provide adducts 12, 13, and 1
Chiral Synthesis via Organoboranes. 21. Allyl- and Crotylboration of α-Chiral Aldehydes with Diisopinocampheylboron as the Chiral Auxiliary
Brown, Herbert C.,Bhat, Krishna S.,Randad, Ramnarayan S.
, p. 1570 - 1576 (2007/10/02)
B-Allyldiisopinocampheylboranes have been screened for diastereofacial selectivity in their reaction with α-substituted chiral aldehydes.Both syn and anti products have been obtained in very high diastereoselectivities.Further, (E)-crotyldiisopinocampheylboranes and (Z)-crotyldiisopinocampheylboranes have been used for diastereofacial selectivity in their reaction with α-substituted chiral aldehydes.These crotylboranes, 20-23, are highly diastereoselective reagents and the corresponding (3,4- and 4,5-)-anti,syn, -anti,anti, and -syn,anti products have been obtained in very high facial selectivities; even the syn,syn product has been obtained in moderately good facial selectivity.Finally, the relative efficiences of the various chiral auxiliaries utilized in the literature for the allyl- and crotylboration have been compared with those achieved by the diisopinocampheylboron moiety.
