Journal
ORGANIC LETTERS
Volume 14, Issue 10, Pages 2634-2637Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol301007h
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Funding
- National Institute of General Medical Sciences [NIH RO1 GM077309-05]
- NSF-REU [CHE-1004897]
- KU
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A versatile three-step, one-pot, sequential reaction protocol involving ring-closing metathesis, cross-metathesis, and chemoselective hydrogenation is reported. This phosphate tether-mediated process occurs without intermediate isolation, is chemoselective, and is governed by stereoelectronic properties innate to phosphate tethers, which ultimately act to preserve the integrity of the bisallylic, bicyclic phosphate for subsequent nucleophilic additions. Overall, this process can be used to efficiently generate advanced polyol synthons.
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