Abstract
The title 1-butenols 5b and 6b were obtained by isomerization of 2-butenols 2b and 3b catalyzed by potassium tert-butoxide ( tBuOK) in dimethylformamide ( DMF). Reaction of Z-olefin 2b was highly stereoselective to give E-isomer 5b whereas E-olefin 3b afforded predominantly Z-isomer 6b. Compounds 5b and 6b are substrates for adenosine deaminase, 6b being substantially less active than 5b.
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