4.5 Article

Copper-Mediated Diastereoselective C-H Thiolation of Ferrocenes

Journal

ORGANOMETALLICS
Volume 37, Issue 17, Pages 2832-2836

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.organomet.8b00457

Keywords

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Funding

  1. Shanghai Institute of Materia Medica, Chinese Academy of Sciences
  2. Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
  3. NSFC [21472211, 21502212, 21772211]
  4. Youth Innovation Promotion Association CAS [2014229, 2018293]
  5. Institutes for Drug Discovery and Development, Chinese Academy of Sciences [CASIMM 0120163006]
  6. Science and Technology Commission of Shanghai Municipality [17JC1405000]
  7. NSF under the CCI Center for Selective C-H Functionalization [CHE-1205646]

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The first copper-mediated diastereoselective C-H thiolation of ferrocenes has been developed. A chiral oxazoline directing group with tert-butyl substituent is essential to the high diastereoselectivity ratio and the suppression of overreaction of monothiolated products. This reaction tolerated various functional groups on arylthiols, implying its potential application in N,S-bidentate planar chiral ligands.

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