Title of article
Asymmetric ring cleavage reaction with a combination of optically active cycloalkane-1,2-diol and Lewis acid: application to formal synthesis of (−)-alloyohimbane and approach to construction of adjacent chiral quaternary centers
Author/Authors
Masakazu Tanaka، نويسنده , , Eiji Toyofuku، نويسنده , , Yosuke Demizu، نويسنده , , Osamu Yoshida، نويسنده , , Koichi Nakazawa، نويسنده , , Kiyoshi Sakai، نويسنده , , Hiroshi Suemune، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
11
From page
2271
To page
2281
Abstract
Asymmetric ring cleavage reaction of meso-carbobicyclic ketones by a combination of benzaldehyde, chiral cycloalkane-1,2-diol, and Lewis acid gave optically active styrenyl esters of 26–69% ee in moderate yield. The ring cleavage reaction could be applied to the construction of adjacent chiral quaternary carbons, and also to the formal synthesis of natural alkaloid (−)-alloyohimbane.
Keywords
Quaternary carbon , chiral 1 , 2-diol , Cyclohexane-1 , Asymmetric ring cleavage reaction , 2-diol , Alloyohimbane
Journal title
Tetrahedron
Serial Year
2004
Journal title
Tetrahedron
Record number
1085023
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