Highly diastereoselective synthesis of tetrahydropyridines by a C-H activation-cyclization-reduction cascade |
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| Authors: | Duttwyler Simon Lu Colin Rheingold Arnold L Bergman Robert G Ellman Jonathan A |
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| Affiliation: | Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA. |
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| Abstract: | ![]()
A versatile reaction cascade leading to highly substituted 1,2,3,6-tetrahydropyridines has been developed. It comprises rhodium(I)-catalyzed C-H activation-alkyne coupling followed by electrocyclization and subsequent acid/borohydride-promoted reduction. This one-pot procedure affords the target compounds in up to 95% yield with >95% diastereomeric purity. |
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