Arjun Vadivel, Jeganmohan Masilamani
Department of Chemistry, Indian Institute of Technology Madras, Chennai 600036, Tamil Nadu, India.
Org Lett. 2023 Oct 27;25(42):7606-7611. doi: 10.1021/acs.orglett.3c02721. Epub 2023 Oct 16.
Herein, atroposelective synthesis of axially chiral biaryls with unactivated olefins by a palladium-catalyzed C-H olefination using a chiral transient directing group strategy has been disclosed. This protocol is well compatible with a variety of biaryl-2-aldehydes as well as various olefins such as allyl sulfonamides and allyl sulfones to provide the atroposelective olefinated products in synthetically useful yields with excellent enantioselectivities up to >99% ee. In addition, a wide number of axially chiral biaryl alcohols were synthesized by the simple diversification of the products in excellent enantioselectivity.
在此，已公开了一种通过使用手性瞬态导向基团策略的钯催化C-H烯基化反应，对未活化烯烃进行轴手性联芳基的对映选择性合成。该方案与多种联芳基-2-醛以及各种烯烃（如烯丙基磺酰胺和烯丙基砜）具有良好的兼容性，能够以合成有用的产率提供对映选择性烯基化产物，对映体选择性高达>99% ee。此外，通过对产物进行简单的多样化修饰，以优异的对映选择性合成了大量的轴手性联芳基醇。
