Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstrasse 5-13, 81377 München, Germany.
Org Lett. 2011 Jun 17;13(12):3182-5. doi: 10.1021/ol200841x. Epub 2011 May 18.
Sulfoxide-alkene hybrids are introduced as a new class of chiral heterodentate ligands for the Hayashi-Miyaura reaction. The synthesis of these ligands was achieved without the use of protecting groups. A chiral resolution was performed via simple column-chromatographic separation of the diastereomeric ligands. Both diastereomers proved to be excellent ligands in Rh-catalyzed 1,4-addition reactions, furnishing chiral products with high enantioselectivities and, remarkably, opposite stereoconfigurations.
亚砜-烯烃杂化物被引入作为海哈什-宫野反应的一类新的手性杂双齿配体。这些配体的合成无需使用保护基团。通过对非对映异构体配体进行简单的柱层析分离，实现了手性拆分。两种非对映异构体都被证明是 Rh 催化的 1,4-加成反应的优异配体，提供了具有高对映选择性和显著相反立体构型的手性产物。
