74630-51-6Relevant articles and documents
Hindered organoboron groups in organic chemistry. 25. The condensation of aliphatic aldehydes with dimesitylboryl stabilised carbanions to give alkenes
Pelter,Smith,Elgendy
, p. 7119 - 7132 (2007/10/02)
In the presence of protic acids the condensation of aliphatic aldehydes with dimesitylboryl stabilised carbanions results in alkenes. In the presence of strong acids such as HCl or CF3SO3H, the products contain > 90% of E-alkenes in all cases tried. When acetic acid is used, the Z-alkenes may result predominantly, particularly in the cases of R(S)CHO and R(t)CHO.
HINDERED ORGANOBORON GROUPS IN ORGANIC SYNTHESIS. 14. STEREOSELECTIVE SYNTHESIS OF ALKENES BY THE BORON-WITTIG REACTION USING ALIPHATIC ALDEHYDES
Pelter, Andrew,Smith, Keith,Elgendy, Said,Rowlands, Martin
, p. 5647 - 5650 (2007/10/02)
In the presence of HX, carbanions Mes2BCHLiR1 react with aliphatic aldehydes to give alkenes.The stereochemistry of product alkene depends upon the nature of HX.