Highly efficient and regioselective cyclization catalyzed by titanium silicate-1

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Asim Bhaumik


Abstract

Highly regioselective cyclization of 3,4, 4,5 and 5,6 unsaturated alcohols to tetrahydrofuranols and tetrahydropyranols is reported using the TS-1–H2O2 system for the first time.


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