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TMSI mediated Prins-type cyclization of ketones with homoallylic and homopropargylic alcohol: synthesis of 2,2-disubstituted-, spirocyclic-4-iodo-tetrahydropyrans and 5,6-dihydro-2H-pyrans |
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| Authors: | Gowravaram Sabitha K Bhaskar Reddy M Bhikshapathi JS Yadav |
| Institution: | Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500007, India |
| Abstract: | The Prins-type cyclization of ketones with homoallylic and homopropargylic alcohols in the presence of TMSI generated in situ from TMSCl and NaI produced 2,2-disubstituted- or spirocyclic-4-iodo-tetrahydropyrans and spirocyclic-4-iodo-5,6-dihydro-2H-pyrans in good yields. These iodopyrans are reported for the first time. |
| Keywords: | Prins reaction Ketones Tetrahydropyrans 5 6-Dihydro-2H-pyrans Homoallylic alcohols Homopropargylic alcohols TMSI |
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