Journal
ORGANIC LETTERS
Volume 21, Issue 21, Pages 8689-8694Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03293
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Funding
- Engineering and Physical Sciences Research Council
- CRITICAT Centre for Doctoral Training [EP/L016419/1]
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Pd(II)-catalyzed desymmetrization of polycyclic cyclohexenediones has been achieved with high enantio- and diastereoselectivities. Up to five contiguous stereocenters are desymmetrized, while simultaneously, an additional stereocenter is created by the enantioselective conjugate addition. Surprisingly, the conjugate addition products dominate even under typical oxidative Heck conditions, and these observations may provide some insight into the competition between the two related reactions.
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