Journal
ORGANIC LETTERS
Volume 20, Issue 2, Pages 469-472Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03853
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Funding
- National Institutes of Health [R01GM116987, 3R01GM116987-01S1]
- University of North Carolina at Chapel Hill
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM116987] Funding Source: NIH RePORTER
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A practical and broadly applicable catalytic method for the synthesis of (E)-alkenylborons is presented. Reactions are promoted by [Pd(Cl)(eta(3)-C3H5)](2) and proceed by the dehydroboration of cyclic borates. Through the use of epoxides and readily available di-B(pin)-methane (pin = pinacolato), a range of allylic alcohol-containing alkenyl boronates, including those that contain a tertiary alcohol, may be prepared in up to 75% yield and >20:1 E/Z.
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