Journal
ORGANIC LETTERS
Volume 22, Issue 2, Pages 675-678Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b04455
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- DFG
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A concise synthesis of yaequinolones J1 and J2 is reported. The route is based on the aryne insertion into the sigma-C-N bond of an unsymmetric imide followed by a diastereoselective aldol cyclization of the resulting N-acylated aminobenzophenone. The chromene motif is generated in the first step by an organocatalytic tandem Knoevenagel electrocyclization of citral and 2-bromoresorcinol. The approach adheres to the ideality principle, using almost exclusively strategic bond-forming reactions.
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