ChemInform Abstract: Diastereoselective Intramolecular Cyclization Through the Triphenylphosphine/Carbon Tetrachloride System: Synthesis of Saturated 1,4-Dihetero Seven-Membered Cycloacetals.
Abstract
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ChemInform Abstract
Treatment of various 4-hetero-6-hydroxyalkanal dimethyl acetals (I) with the triphenylphosphine/carbon tetrachloride system results in cyclization to the corresponding 1,4-heteroxepane derivatives (II). The high diastereoselectivity of the cyclizations of the methyl- substituted educts (III) and (V) gives evidence for the reported ionic cyclization mechanism.