Journal
JOURNAL OF COMBINATORIAL CHEMISTRY
Volume 11, Issue 4, Pages 640-644Publisher
AMER CHEMICAL SOC
DOI: 10.1021/cc800200h
Keywords
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Funding
- NIGMS [P50-GM067082]
- NIDA [R01-IDA015417]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [P50GM067082] Funding Source: NIH RePORTER
- NATIONAL INSTITUTE ON DRUG ABUSE [R01DA025612, R01DA015417] Funding Source: NIH RePORTER
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In this manuscript, we describe the synthesis of a bicyclic beta-benzyloxy and beta-hydroxy amide library from cyanohydrin ethers. The benzyloxy amides were prepared through a one-pot sequence of hydrozirconation, acylation, and intramolecular Friedel-Crafts alkylation. Selected benzyl ethers were converted to alcohols by hydrogenolysis in a continuous flow reactor. Chemistry space BCUT metrics and 2D fingerprint similarity calculations showed that these compounds contribute chemical diversity value to existing chemical libraries.
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