91510-77-9Relevant academic research and scientific papers
ONE ELECTRON C-C BOND FORMING REACTIONS VIA ALLYLSTANNANES: SCOPE AND LIMITATIONS
Keck, Gary E.,Enholm, Eric J.,Yates, John B.,Wiley, Michael R.
, p. 4079 - 4094 (2007/10/02)
Free radical (or "one-electron") methodology for carbon-carbon bond forming reactions using allylstannanes is described in detail.Such reactions have the advantages of tolerating quite complex functionality in the substrate and of being nearly stoichiometric in reagents, and not requiring extensive experimentation for application to new substrates.
Pseudomonic Acid C from L-Lyxose
Keck, Garry E.,Kachensky, David F.,Enholm, Eric J.
, p. 4317 - 4325 (2007/10/02)
Full details of the total synthesis of pseudomonic acid C from L-lyxose are described.Key features of the approach involve feee-radical allylation for stereoselective C-C bond formation at C4 of lyxose, Frater alkylation to generate correct stereochemistry at C12 and C13, and stereoselective intramolecular Michael addition to establish the correct stereochemistry of the "anomeric" appendage.
TWO NEW METHODS FOR THE SYNTHESIS OF C-GLYCOSIDES
Keck, Gary E.,Enholm, Eric J.,Kachensky, David F.
, p. 1867 - 1870 (2007/10/02)
Thiophenyl glycosides are converted to C-glycosides by reaction with allyl or methallyltri-n-butylstannane using both "one-electron" and "two-electron" procedures, which give different stereoselectivities in some cases.
