Journal
ORGANIC LETTERS
Volume 17, Issue 4, Pages 940-943Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol503764d
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Funding
- NIH [GM100101]
- NSF [CHE-0923449]
- University of Kansas
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The rhodium-catalyzed enantioselective desymmetrization of symmetric gamma,delta-unsaturated amides via carbonyl-directed catalytic asymmetric hydroboration (directed CAHB) affords chiral secondary organoboronates with up to 98% ee. The chiral gamma-borylated products undergo palladium-catalyzed Suzuki-Miyaura cross-coupling via the trifluoroborate salt with stereoretention.
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