Stereocontrolled Synthesis of Multisubstituted 1,3-dienes via an Allene-Claisen Rearrangement.
Stereocontrolled Synthesis of Multisubstituted 1,3-dienes via an Allene-Claisen Rearrangement.
复制标题
通过艾伦-克莱森重排立体控制合成多取代 1,3-二烯。
作者：
K. Matsumoto;N. Mizushina;M. Yoshida;M. Shindo
本文发展了一种通过Allene-Claisen重排反应制备多取代1，3-二烯的立体选择性合成方法。反联烯醇的Claisen重排反应高立体选择性地生成了（1 E，3 Z）-1，3-二烯，它们是米酵酸的重要组成部分。为了证明所得到的1，3-二烯的合成效用，描述了进一步的功能转化和Diels-Alder反应。
We herein developed a stereoselective synthetic method for the preparation of multisubstituted 1,3-dienes via an allene–Claisen rearrangement. The Claisen rearrangement ofanti-allenyl alcohols provided (1E,3Z)-1,3-dienes, which are essential components of bongkrekic acid, in high stereoselectivities. To demonstrate the synthetic utility of the resulting 1,3-dienes, further functional transformations and Diels–Alder reactions are described.