Oxetanes from 3-halo-alcohols

Oxetanes are synthesized from /(-halo alcohols under basic conditions. Chlorides,426-429 iodides,430 mesylates,431,432 or tosylatcs433 are used. Though different bases give good results, 1,8-diazabicyclo[5.4.0]undcc-7-ene seems to work best for the cyclization of alcohol 1 to oxetane 2.430 Higher yields are obtained with chlorides, especially if no elimination to form alkenes can occur.426,427... 

Oxetanes are synthesized from /1-halo alcohols under basic conditions. Chlorides, iodides,mesylates," " or tosylatcs" are used. Though different bases give good results,... 

Alcohols with a nucleofuge leaving group in the r-position can be cyclized to give oxetanes. Thus the cyclodehydrohalogenation of halo alcohols occurs in an analogous way to the oxirane synthesis from y -halogenated alcohols (see p 20). Oxetanes can be prepared from 1,3-diols via monoarene sulfonates ... 

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