Synthesis 2024; 56(24): 3903-3914
DOI: 10.1055/a-2443-5060
paper

Rare-Earth-Metal-Catalyzed Regioselective Hydrosilylation of Internal Alkenes and Alkynes

Chenhao Zhu
,
Tao Mao
,
Xiaoming Feng
,
Shunxi Dong
We are grateful for the financial support from National Key R&D Program of China (2022YFA1504301), the National Natural Science Foundation of China (22271199, 92256303), and Sichuan Science and Technology Program (No. 2023YFSY0063). We thank the New Energy and Industrial Technology Development Organization (NEDO) for partially supporting this research.


Abstract

A highly regioselective hydrosilylation reaction of internal alkenes was achieved by using commercially available lanthanum hexamethyldisilazane (La(HMDS)3). Notably, the Z- or E-configuration of internal alkenes has negligible influence on either the reactivity or regioselectivity. Internal alkynes could also be used, affording the mono di-hydrosilylation product in the presence of La(HMDS)3 or mono-hydrosilylation product with Y(HMDS)3 as the promoter.

Supporting Information



Publikationsverlauf

Eingereicht: 08. August 2024

Angenommen nach Revision: 16. Oktober 2024

Accepted Manuscript online:
16. Oktober 2024

Artikel online veröffentlicht:
11. November 2024

© 2024. Thieme. All rights reserved

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany