138809-46-8Relevant articles and documents
Electronic effects on π-facial stereoselectivity in electrophilic additions to allylic bonds: Stereoselective epoxidation of allylic fluorides
Fujita, Makoto,Ishizuka, Hidemi,Ogura, Katsuyuki
, p. 6355 - 6358 (1991)
The electronic stabilization of the transition state in electrophilic additions to allylic bonds is discussed through m-CPBA oxidation of allylic fluorides; the stereoselectivity is interpreted by a transition-state model where the most electronegative atom (fluorine) is oriented at the inside position as supported by theoretical examinations.