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Sequential Prins/Pinacol strategy for the stereoselective synthesis of spiro‐b‐tetralones

Basireddy Venkata Subba Reddy,Prudvi Raju Nadapalli,Jagan Mohan Reddy Boggu,Sridhar Balasubramanian

ASIAN JOURNAL OF ORGANIC CHEMISTRY（2016）

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Abstract
A one-pot strategy has been developed for the stereoselective synthesis of 3,4,4,5-tetrahydro-2H,2H-spiro(furan-3,1-naphthalen)-2-one scaffolds with excellent selectivity by using trimethylsilyl triflate (10mol%) in dichloromethane under mild conditions. The Prins/pinacol strategy has been used to produce biologically relevant spiro--tetralone derivatives.
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Key words
carbonyls,enediols,Lewis acids,Prins reaction,semipinacol 1,2-shift,spiro--tetralones
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