Base-catalysed additions of alcohols to F-2-butyne (1) give mainly products of trans-addition while cis-addition predominates in uncatalysed additions of alcohols carried out in a diluent. The stereochemistry of addition of diethylamine is very dependent on the solvent used and cis- or trans-addition may predominate. Stepwise and concerted mechanisms are advanced to account for these observations. ... 0022-l 139/84/$3.00 0 Elsevier Sequoia/Printed in ...
