Journal
ORGANIC LETTERS
Volume 22, Issue 3, Pages 1091-1095Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04619
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Funding
- Carl -Zeiss Foundation
- Friedrich Schiller University Jena
- Ernst Ludwig Ehrlich Foundation
- DAAD
- state of Thuringia - EU EFRE program [2015 FGI0021]
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Cu(I) catalysts enable C-B bond formation via direct insertion of vinyldiazoacetates into B-H bonds of borane-phosphine Lewis adducts to form phosphine-protected allylboranes under mild conditions. The resulting allylborane phosphine Lewis adducts can be used in the diastereoselective allylation of aldehydes directly without the need for removal of the phosphine. The allylation reaction proceeds with high diastereoselectivity and yields 5,6-disubstituted dihydropyranones after treatment with an appropriate acid.
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