Carbanions oxiranyl

Oxiranyl carbanions undergo regioselective intramolecular substitution to give cyclo-propylmethoxide ions. Thus, epoxidation of y,<5-unsaturated active methylene and methine compounds followed by treatment with appropriate base provides substituted cyclopropylmethanols (equation 13)24. The use of chiral epoxides, e.g. prepared by... 

Asymmetric epoxides (64) and alcohols (65) have been synthesized from sulflny-loxiranes (63) via oxiranyllithiums and oxiranyl Grignard reagents which bear a carbanion-destabilizing alkyl group (Scheme 10). ... 

---