Journal
ORGANIC LETTERS
Volume 20, Issue 12, Pages 3666-3669Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01459
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Funding
- Fonds der Chemischen Industrie
- European Research Council (ERC) [692640]
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Radical-polar crossover reactions of dienylboronate complexes are applied to the synthesis of functionalized secondary and tertiary allylboronic esters. The transition-metal-free three-component coupling uses readily accessible dienylboronate esters as substrates in combination with various sp(3)/sp(2) carbon nucleophiles and commercial alkyl iodides as radical precursors. In the visible light-initiated radical chain process, two new C-C bonds are formed, and the E-double bond geometry in the product allylboronic esters is controlled with good to excellent selectivity.
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