Diastereoselective synthesis of highly functionalized tetrahydropyrans from the cyclic vinyl acetal with aldehydes mediated by lewis acid catalyst

A new method for constructing substituted tetrahydropyrans from the conjunction of 6-ethylthio-3,4-dihydro-2-methoxy-2 H-pyran with aldehydes in the presence of 10 mol % SnCl 4 is described. This reaction is highly stereocontrolled and allows various functionalities to be incorporated at tetrahydrop...

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Bibliographic Details
Published in:Tetrahedron letters 1995-11, Vol.36 (45), p.8255-8258
Main Authors: Yu, Chan-Mo, Jung, Won-Hyuk, Choi, Ha-Soon, Lee, Jongho, Lee, Jeon-Koo
Format: Article
Language:English
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Summary:A new method for constructing substituted tetrahydropyrans from the conjunction of 6-ethylthio-3,4-dihydro-2-methoxy-2 H-pyran with aldehydes in the presence of 10 mol % SnCl 4 is described. This reaction is highly stereocontrolled and allows various functionalities to be incorporated at tetrahydropyran ring.
ISSN:0040-4039
1873-3581
DOI:10.1016/0040-4039(95)01771-9