Azetidines, 3,3-dichloro

The reaction of 3,3-dichloro-2-methoxyazetidine 35 with lithium aluminium hydride in ether afforded 3-chloro-azetidine 36 (Equation 8). The substitution of the methoxy group by hydride via an azetinium intermediate and subsequent conversion of the geminal dichloro derivative to the monochloroazetidine via a single electron transfer reaction yielded this compound <1998JOC6>. Treatment of 1-benzyl-3-hydroxyazetidine 37 with triphenylphos-phine in carbon tetrachloride yielded l-benzyl-3-chloroazetidine 38 (Equation 9) <2004JOC2703>. 

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