Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 23, Pages 8937-8940Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202002289
Keywords
asymmetric catalysis; ligand design; silanes; spirocompounds; synthetic methods
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Funding
- National Natural Science Foundation of China [21821002] Funding Source: Medline
- Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences Funding Source: Medline
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Reported here is the development of a class of chiral spirosilabiindane scaffolds by Rh-catalyzed asymmetric double hydrosilation, for the first time. Enantiopure SPSiOL (spirosilabiindane diol), a new type of chiral building block for the preparation of various chiral ligands and catalysts, was readily prepared on greater than 10 gram scale using this protocol. The potential of this new spirosilabiindane scaffold in asymmetric catalysis was preliminarily demonstrated by development of the corresponding monodentate phosphoramidite ligands (SPSiPhos), which were used in both a Rh-catalyzed hydrogenation and a Pd-catalyzed intramolecular carboamination.
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