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Synthesis 2024; 56(17): 2638-2647
DOI: 10.1055/a-2335-8677
DOI: 10.1055/a-2335-8677
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Benzothiazole-Directed Enantioselective Borylation of Secondary Benzylic C–H Bonds Using Iridium Catalysis
The authors thank the National Key Research and Development Program of China (2022YFA1504302), the National Natural Science Foundation of China (92256302 and 22331011), the Natural Science Foundation of Jiangsu Province (BK20211092), and the Major Program of the Lanzhou Institute of Chemical Physics, CAS (No. ZYFZFX-9) for funding.
Abstract
Reported here is the iridium-catalyzed regio- and enantioselective secondary benzylic C–H borylation using benzothiazole as the directing group. Various monosubstituted 2-arylalkylbenzo[d]thiazole were well-tolerated, affording the corresponding products in moderate to good yields with good enantioselectivity. The C–B bond in one borylated product could undergo stereospecific transformations to form a series of C–C and C–heteroatom bonds.
Key words
asymmetric catalysis - borylation - chiral bidentate boryl ligands - C–H activation - synthetic methodsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2335-8677.
- Supporting Information
Publication History
Received: 26 April 2024
Accepted after revision: 29 May 2024
Accepted Manuscript online:
29 May 2024
Article published online:
24 June 2024
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