Title of article
TMSI-Mediated Prins Cyclization: Diastereoselective Synthesis of 4Iodo-2,6-Disubstituted Tetrahydropyrans and Synthesis of (+-)Centrolobine
Author/Authors
Yadav، J. S. نويسنده , , Sabitha، Gowravaram نويسنده , , Reddy، K. Bhaskar نويسنده , , Reddy، G. S. Kiran Kumar نويسنده , , Fatima، Narjis نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 2005
Pages
-2346
From page
2347
To page
0
Abstract
The reaction of aldehydes with homoallyl alcohols in the presence of TMSI generated in situ from TMSCl and NaI produced 4-iodo-tetrahydropyrans in good yields as a mixture of diastereoisomers, which are separated and characterized. These iodo pyrans are reported for the first time. This methodology was extended to the synthesis of (+-)-centrolobine.
Keywords
Prins reaction , homoallyl alcohols , TMSI , (+-)-centrolobine , iodotetrahydropyrans
Journal title
Synlett
Serial Year
2005
Journal title
Synlett
Record number
110771
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