Hindered organoboron groups in organic chemistry. 24. The condensation of aliphatic aldehydes with dimesitylboron stabilised carbanions to give ketones.
作者:Andrew Pelter、Keith Smith、Said M.A. Elgendy、Martin Rowlands
DOI:10.1016/s0040-4020(01)87982-5
日期:1993.8
The condensation of boron stabilised carbanions, Mes2BCHLiR1, (R1≠H) with aliphatic aldehydes, R2CHO, followed by treatment with trifluoroacetic anhydride (TFAA) or N-chlorosuccinimide (NCS) is an unique, broadly applicable redox process that yields ketones, R1CH2COR2, directly and in high yields. The anion Mes2BCH2Li (Mes2BCHLiR1, R1H) gives high yields of alkenes, R2CHCH2 in the same conditions
The invention relates to a dehydration process, more particularly it relates to a process for the vigorous dehydration of substances or mixtures, primarily condensation reaction mixtures, (e.g. direct esterification, direct acetal formation, direct ketal formation) using continuous azeotropic distillation with an organic solvent which forms with water a practically immiscible azeotropic mixture of minimal boiling point in such a way that the condensing distillate is cooled to at least a temperature at which the condensate with a given water content or the organic phase of the condensate is supersaturated with water, water separates and the organic phase of lower water content obtained this way is recycled back into the distillation vessel.
Hindered organoboron groups in organic synthesis. 13. The direct production of ketones from aliphatic aldehydes by a unique variant of the boron-wittig reaction