A general, modular method for the catalytic asymmetric synthesis of alkylboronate esters
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- Jens Schmidt
- Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
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- Junwon Choi
- Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
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- Albert Tianxiang Liu
- Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
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- Martin Slusarczyk
- Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
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- Gregory C. Fu
- Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA 91125, USA.
書誌事項
- 公開日
- 2016-12-09
- DOI
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- 10.1126/science.aai8611
- 公開者
- American Association for the Advancement of Science (AAAS)
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説明
<jats:title>Crafting chiral boron building blocks</jats:title> <jats:p> Carbon-boron bonds are easily transformed into a wide variety of C–C, C–N, and C–O bonds. With that flexibility in mind, Schmidt <jats:italic>et al.</jats:italic> show that nickel complexes can catalyze asymmetric alkylation of carbon centers adjacent to boron. This protocol creates chiral alkylboronates that function as stable precursors to numerous complex molecules. The reaction proceeds in stereo-convergent fashion—forming a single product from either mirror image of the α-haloboronate reagent. Successive reactions can also create chains of adjacent chiral alkyl centers with stereochemistry set by the configuration of the ligand bound to nickel. </jats:p> <jats:p> <jats:italic>Science</jats:italic> , this issue p. <jats:related-article xmlns:xlink="http://www.w3.org/1999/xlink" ext-link-type="doi" issue="6317" page="1265" related-article-type="in-this-issue" vol="354" xlink:href="10.1126/science.aai8611">1265</jats:related-article> </jats:p>
収録刊行物
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- Science
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Science 354 (6317), 1265-1269, 2016-12-09
American Association for the Advancement of Science (AAAS)
