Journal
CHEMICAL SCIENCE
Volume 12, Issue 27, Pages 9372-9378Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1sc02625a
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Funding
- Wuhan University
- 1000-Youth Talents Plan
- National Natural Science Foundation of China [21702149]
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The new nickel-catalyzed direct coupling reaction can directly convert alkenes and methanol into valuable allylic alcohols with good yield and selectivity, and has a wide range of applicable substrates. This method has also been successfully applied to the synthesis of [5,6]-bicyclic hemiacetals.
Methanol is an abundant and renewable chemical raw material, but its use as a C1 source in C-C bond coupling reactions still constitutes a big challenge, and the known methods are limited to the use of expensive and noble metal catalysts such as Ru, Rh and Ir. We herein report nickel-catalyzed direct coupling of alkynes and methanol, providing direct access to valuable allylic alcohols in good yields and excellent chemo- and regioselectivity. The approach features a broad substrate scope and high atom-, step- and redox-economy. Moreover, this method was successfully extended to the synthesis of [5,6]-bicyclic hemiacetals through a cascade cyclization reaction of alkynones and methanol.
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