Chemistry of tropan-3-yl ethers. Part III. Kinetic properties of tropan-3α-yl methanesulphonate
Abstract
The reactions of tropan-3α-yl methanesulphonate with various nucleophiles have been investigated. Rate constants of the displacement reactions have been correlated with the configuration at C-3 of the reaction products. For stronger nucleophiles SN2 type reactions predominate over SNI type, and more β-substituted tropanes are produced than α-isomers.