3290-57-1Relevant articles and documents
Bifunctional Chiral Synthons via Microbiological Methods. 1. Optically Active 2,4-Dimethylglutaric Acid Monomethyl Esters
Chen, Ching-Shin,Fujimoto, Yoshinori,Sih, Charles J.
, p. 3580 - 3582 (1981)
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Preparation of Useful Chiral Lactone Synthons via Stereospecific Enzyme-catalysed Oxidations of meso-Diols
Jakovac, Ignac J.,Ng, George,Lok, Kar P.,Jones, J. Bryan
, p. 515 - 516 (1980)
Horse liver alcohol dehydrogenase-catalysed oxidations of symmetrical acyclic and cyclic meso-diol substrates give chiral γ- and δ-lactones in high yields and of 100percent enantiomeric excess and provide access to a broad range of useful synthons of value in asymmetric syntheses of natural products.
Remote control of regio- and diastereoselectivity in the hydroformylation of bishomoallylic alcohols with catalytic amounts of a reversibly bound directing group
Gruenanger, Christian U.,Breit, Bernhard
supporting information; experimental part, p. 967 - 970 (2010/05/02)
(Figure Presented) Remote and reversible! Phosphinites serve as reversibly bound directing groups for the remote control of the regio- and diastereoselective hydroformylation of bishomoallylic alcohols (see scheme; r.r: regioisomer ratio). The distance between the double bond and the functional hydroxy group to which the directing group is reversibly bound is the longest ever reported.
Total Synthesis of rapamycin
Ley, Steven V.,Tackett, Miles N.,Maddess, Matthew L.,Anderson, James C.,Brennan, Paul E.,Cappi, Michael W.,Heer, Jag P.,Helgen, Celine,Kori, Masakuni,Kouklovsky, Cyrille,Marsden, Stephen P.,Norman, Joanne,Osborn, David P.,Palomero, Maria A.,Pavey, John B. J.,Pinel, Catherine,Robinson, Lesley A.,Schnaubelt, Juergen,Scott, James S.,Spilling, Christopher D.,Watanabe, Hidenori,Wesson, Kieron E.,Willis, Michael C.
supporting information; experimental part, p. 2874 - 2914 (2009/12/25)
For over 30 years, rapamycin has generated a sustained and intense interest from the scientific community as a result of its exceptional pharmacological properties and challenging structural features. In addition to its well known therapeutic value as a potent immunosuppressive agent, rapamycin and its derivatives have recently gained prominence for the treatment of a wide variety of other human malignancies. Herein we disclose full details of our extensive investigation into the synthesis of rapamycin that culminated in a new and convergent preparation featuring a macro-etherification/catechol-templating strategy for construction of the macrocyclic core of this natural product.