Title of article :
A novel Prins-alkynylation reaction for the synthesis of 4-phenacyl tetrahydropyrans
Author/Authors :
Yadav، نويسنده , , J.S and Subba Reddy، نويسنده , , B.V. and Jayasudhan Reddy، نويسنده , , Y. and Phaneendra Reddy، نويسنده , , Bh. and Adinarayana Reddy، نويسنده , , P.، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2010
Abstract :
Aldehyde, homoallylic alcohol, and alkyne undergo smooth Prins-type cyclization in the presence of BF3·OEt2/CuCl (10 mol % each) in dichloromethane under mild reaction conditions to afford 4-phenacyl tetrahydropyran derivatives in good yields. This method is highly stereoselective, affording cis-tetrahydropyrans exclusively. The salient features of this method are high conversions, mild reaction conditions, short reaction times, high selectivity, and operational simplicity.
Keywords :
Prins-cyclization , BF3·OEt2 , Alkynylation , 4-Phenyl tetrahydropyrans , Copper acetylides
Journal title :
Tetrahedron Letters
Journal title :
Tetrahedron Letters
