145014-11-5Relevant articles and documents
Alkene substituents for selective activation of endo-regioselective polyepoxide oxacyclizations
Bravo, Fernando,McDonald, Frank E.,Neiwert, Wade A.,Hardcastle, Kenneth I.
, p. 4487 - 4489 (2007/10/03)
(Chemical equation presented) The presence of an alkenyl substituent on the terminal epoxide of a polyepoxide substrate enhances the yield of all-endo-regioselective tandem oxacyclization to trans-syn-trans-fused polycyclic ethers. For a substrate in which the epoxide and alkene functional groups are separated by two methylene substituents, a novel bromonium ion-induced endo-regioselective cyclization to bromooxepane is also described.