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The Journal of organic chemistry

Synthesis of Acyclic Ketones by Catalytic, Bidirectional Homologation of Formaldehyde with Nonstabilized Diazoalkanes. Application of a Chiral Diazomethyl ( …

AJ Wommack, JS Kingsbury

文献索引:Wommack, Andrew J.; Kingsbury, Jason S. Journal of Organic Chemistry, 2013 , vol. 78, # 21 p. 10573 - 10587

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被引用次数: 15

摘要

This work offers a catalytic approach to convergent ketone assembly based upon formal and tandem C–H insertion of diazoalkanes in the presence of limiting amounts of monomeric formaldehyde, which is easily generated as a gas by thermolysis of the inexpensive and abundant paraformaldehyde (∼ 30 USD/kg). The method forms di-, tri-, and even tetrasubstituted acetones with high efficiency, and it has streamlined a synthesis of (−)- ...