Journal
TETRAHEDRON-ASYMMETRY
Volume 23, Issue 3-4, Pages 306-312Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2012.02.017
Keywords
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Funding
- National Natural Science Foundation of China [20972156]
- Planned Science and Technology Project of Dalian [2009E11 SF132]
- Dalian Institute of Chemical Physics (CAS)
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A new family of chiral ferrocenyl P,S-ligands incorporating an indole ring at the alpha-ferrocenylmethyl position has been prepared via a Friedel-Crafts alkylation reaction of (R-c,S-Fc)-PPFA with a variety of 2-indole thioethers. These newly developed ferrocenyl P,S-ligands proved to be efficient in the AgOAc-catalyzed asymmetric [3+2] cycloaddition of azomethine ylides with various dipolarophiles, giving cycloadducts with high diastereoselectivities and enantioselectivities (up to 99% ee). (C) 2012 Elsevier Ltd. All rights reserved.
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