Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 38, Pages 13126-13129Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja5066015
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Funding
- MEXT [22000008, 25105711, 26708011]
- Japan Society for the Promotion of Science for Young Scientists [26-11422, 23-8207]
- Japan Society for the Promotion of Science through Program for Leading Graduate Schools (MERIT)
- Grants-in-Aid for Scientific Research [25105711, 14J11422, 26708011] Funding Source: KAKEN
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Alkenes, arenes, and heteroarenes possessing an 8-quinolylamide group as the directing group are alkylated with primary and secondary alkyl tosylates, mesylate, and halides in the presence of Fe(acac)(3)/diphosphine as a catalyst and ArZnBr as a base. The reaction proceeds stereospecifically for alkene substrates and takes place without loss of regiochemical integrity of the starting secondary tosylate, but with loss of the stereochemistry of the chiral center.
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