Synthesis of (+/-)-epi-stegobinone utilizing silacyclopropanes as synthetic intermediates.
نویسندگان
چکیده
The synthesis of (+/-)-1'-epi-stegobinone has been accomplished in ten steps and 17% overall yield from a recently reported silacyclopropane-derived diol. All stereocenters of the final product were established relative to the stereochemistry of the initial silacyclopropane. This synthesis represents the first time silacyclopropane reactivity has been employed in a target-directed synthesis.
منابع مشابه
Development of reactions of silacyclopropanes as new methods for stereoselective organic synthesis.
In this Account, we describe the development of stereospecific, stereoselective, regioselective, and chemoselective carbon-carbon bond-forming reactions of silacyclopropanes that occur under mild conditions. By appropriate choice of metal salt catalyst, the regiochemistry of these reactions may be tuned to give the desired product. Stereoselective nucleophilic substitution reactions and stereos...
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عنوان ژورنال:
- The Journal of organic chemistry
دوره 72 3 شماره
صفحات -
تاریخ انتشار 2007