一种用于合成硫代色满的有机催化和立体选择性烯丙基多米诺反应。
An Organocatalytic and Stereoselective Vinylogous Domino Process towards Thiochromans.
作者信息
Milbeo Pierre, Lebrêne Arthur, Savchuk Mariia, Vo-Thanh Giang, Oudeyer Sylvain, Beucher Hélène, Brière Jean-François
机构信息
Normandie Univ, UNIROUEN, INSA Rouen, CNRS, COBRA, 76000, Rouen, France.
Institut de Chimie Moléculaire et des Matériaux d'Orsay, CNRS UMR 8182, Université Paris Saclay, 91405, Orsay Cedex, France.
出版信息
Chemistry. 2023 Jul 26;29(42):e202301311. doi: 10.1002/chem.202301311. Epub 2023 Jun 19.
A highly diastereoselective organocatalyzed domino vinylogous sulfa-Michael-aldol-cyclocondensation (VMAC) reaction has been developed using alkylidene Meldrum's acid as dienes highlighting two vinylogous steps, an unprecedented sulfa-1,6-conjugate addition and a diastereoselective aldol reaction triggering a formal (4+2) cycloaddition. This work opens a new route towards bio-relevant and original tricyclic thiochroman derivatives.
利用亚烷基丙二酸亚异丙酯作为二烯，开发了一种高度非对映选择性的有机催化多米诺烯丙基硫醚-迈克尔-羟醛-环缩合（VMAC）反应，该反应突出了两个烯丙基步骤，一个前所未有的硫醚-1,6-共轭加成和一个非对映选择性羟醛反应，引发了形式上的（4+2）环加成反应。这项工作为合成具有生物相关性和新颖性的三环硫代色满衍生物开辟了一条新途径。
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