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Chiral Heterodisulfoxide Ligands in Rhodium-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids to Chromenones

✍ Scribed by Fuzhong Han; Guihua Chen; Xiangyang Zhang; Jian Liao


Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
379 KB
Volume
2011
Category
Article
ISSN
1434-193X

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✦ Synopsis


Abstract

A new family of benzene‐based chiral heterodisulfoxide ligands L1–L5 was synthesized in a single step. These disulfoxide ligands were applied in the rhodium‐catalyzed asymmetric 1,4‐addition of arylboronic acids to chromenones. The addition of diverse arylboronic acids to chromenones proceeds smoothly in up to 70 % yield with up to 95 % ee.


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## Abstract An efficient rhodium complex catalyst system was developed by using a class of simple __tert__‐butanesulfinylphosphines as bidentate ligands, which solely bear sulfur chirality and combine the advantages of both sulfoxide and phosphine ligands. Excellent activities (in 0.5 hour, up to 9