55644-75-2Relevant articles and documents
Sub-stoichiometric reductive etherification of carbohydrate substrates and one-pot protecting group manipulation
Chen, Chiao Wen,Li, Xin Ru,Mong, Kwok-Kong Tony,Wang, Ching Chi,Witek, Henryk
, p. 3135 - 3141 (2020/05/08)
In this study, we report a new reductive etherification procedure for protection of carbohydrate substrates and its application for one-pot preparation of glycosyl building blocks. The reported procedure features the use of polymethylhydrosiloxane (PMHS)
Borrowing hydrogen: Indirect "Wittig" olefination for the formation of C-C bonds from alcohols
Black, Phillip J.,Edwards, Michael G.,Williams, Jonathan M. J.
, p. 4367 - 4378 (2007/10/03)
The successful development of an indirect three-step domino sequence for the formation of C-C bonds from alcohol substrates is described. An iridium-catalysed dehydrogenation of alcohol 1 affords the intermediate aldehyde 2. The desired C-C bond can then be formed by a facile Wittig olefination, yielding the intermediate alkene 3. In the final step the alkene is hydrogenated to afford the indirect Wittig product, the alkane 4. The key to this process is the concept of borrowing hydrogen; hydrogen removed in the initial dehydrogenation step is simply borrowed by the iridium catalyst. Functioning as a hydrogen reservoir, the catalyst facilitates C-C bond formation before subsequently returning the borrowed hydrogen in the final step. Herein we present full details of our examination into both the substrate and reaction scope and the limitations of the catalytic cycle. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
THE IRON CARBONYL INDUCED DEOXYGENATION OF ALCOHOLS
Alper, Howard,Salisova, Marta
, p. 801 - 804 (2007/10/02)
Alcohols, able to form stable carbanions, are deoxygenated to hydrocarbons by treatment with potassium, iron pentacarbonyl, and then hydrochloric acid.Use of an alkyl halide in place of HCl results in reductive alkylation.