129388-34-7Relevant articles and documents
Addition of E- and Z-Crotylboronates to Chiral α-Substituted Aldehydes
Brinkmann, Heinrich,Hoffmann, Reinhard W.
, p. 2395 - 2401 (2007/10/02)
The direction (Cram/anti-Cram) and the extent of asymmetric induction on addition of crotylboronates to a range of chiral aldehydes was investigated.A reversal in the sense of the asymmetric induction on changing from the Z- to the E-crotylboronate was found for aldehydes having polar α substituents and for some of the nonpolar chiral aldehydes.Force-field calculations on transition-state models reproduced these results in the majority of the cases investigated despite of unaccounted short comings of the method.