4.8 Article

Highly Enantioselective Cobalt-Catalyzed (3+2) Cycloadditions of Alkynylidenecyclopropanes

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 15, 页码 8182-8188

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202015202

关键词

alkylidenecyclopropane; cobalt; cycloaddition; earth-abundant metals; enantioselectivity

资金

  1. Spanish MINECO [SAF2016-76689-R, CTQ2016-78205-P, CTQ2017-84767-P, PID2019-106184GB-I00, PID2019-108624RB-I00]
  2. Xunta de Galicia [ED431C 2017/19, 2015-CP082, ED431G 2019/03]
  3. ERDF, ERC [340055]
  4. Orfeo-Cinqa network [CTQ2016-81797-REDC]
  5. Xunta de Galicia (Centro Singular de Investigacion de Galicia)

向作者/读者索取更多资源

This study demonstrates that low-valent cobalt complexes equipped with chiral ligands can efficiently promote highly enantioselective (3+2) cycloadditions, resulting in good yields and excellent enantiomeric ratios. A mechanistic discussion based on experimental and computational data suggests the involvement of Co-I/Co-III catalytic cycles in this process.
Low-valent cobalt complexes equipped with chiral ligands can efficiently promote highly enantioselective (3+2) cycloadditions of alkyne-tethered alkylidenecyclopropanes. The annulation allows to assemble bicyclic systems containing five-membered rings in good yields and with excellent enantiomeric ratios. We also present a mechanistic discussion based on experimental and computational data, which support the involvement of Co-I/Co-III catalytic cycles.

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