Abstract

AbstractThe allylic 1‐methyl‐3‐bromobicyclo[3.2.1]octenyl exo‐2 and exo‐4 alcohols were treated with thionyl chloride in ether or pentane solution at 0°. In each case, a 50/50 mixture of exo allylic chlorides was obtained. No evidence for a predominant SN l′ reaction was detected; reported cases of such SN l′ processes using these conditions should therefore be treated with reserve.

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