Radical couplings of epoxides and nitriles mediated by Cp2TiCl provide a diastereoselective route to the synthesis of β-hydroxyketones. The conditions of this “aldol- like” reaction are mild enough to avoid the dehydration of the β-hydroxyketone. The scope of the coupling reaction with functionalized and tetrasubstituted epoxides has been studied. The radical character of the coupling reactions is demonstrated.
[Marson, Charles M.; Walker, Andrew J.; Pickering, Jane; Hobson, Adrian D.; Wrigglesworth, Roger; Edge, Simon J. Journal of Organic Chemistry, 1993 , vol. 58, # 22 p. 5944 - 5951]
![2,2,6-trimethyl-1-oxaspiro[2.5]oct-5-ene结构式](https://image.chemsrc.com/caspic/064/4584-23-0.png)
