A6stmct: A molecular mechanics model of the tnuwition state for the addition of ally1 and crotyl boronatestoaldehydeswasdeveloped.baPedonobiniriocalculationsandonaprocessoftrialandermr optimization. 'llte optimii force field reproduces the exp&mental syn-anri sterwselectivity for the in~~ddiriondEandZcrorylbmurca*,~~Tkcforctficldis~tomalysethe stweoseleclivity of variotts syntMally intewting react&s. ln panic&r, the force fold is able to reproduce with excellent quantitative agmcmem the expaime4ttal test&s of intramolecular boronate rewions leading to meulyl or benayloxy subsliluted cycbhexaml Q cycbpmanol dmivatives (R.W. Hoffmmn.crd.).Inlddirianthc~r~~r~rr,repochreIhawrpcnmcntelraoult3ofvariously substituted allya (r;r-alkyl substituted, a.r_alkyl substitated, a.y,r_allcyl substitoted, yalkoxy substituted) and the Felkin-antiFelkm ntios of allyl. E-crotyl and Z-crotyl addition to chital aliehydes
The stereocontrolled fmtion of carbon-carbon bonds is of great importance in organic synthesis.' Among the available me&ods, the add&m rtaMiDn of ally1 me&4 reagents to aldehydes is one of the most useful and widely used for acyclic stcXuXmtrol.lQ