Iridium-catalyzed asymmetric allylic

Good fortune and design in the discovery of iridium-catalyzed asymmetric allylic substitution. 

A fourth focus of catalytic chemistry in our laboratory has been iridium-catalyzed asymmetric allylic substitution. Dr. Toshimichi Ohmura had been studying additions to rhodium and iridium allyl and benzyl complexes in hopes of developing... 

Iridium-Catalyzed Asymmetric Allylic Alkylation with Catalysts Derived from LI... 

I 9 Iridium-Catalyzed Asymmetric Allylic Substitutions Table 9.2 Ir-catalyzed asymmetric allylic aminations. 

Work of the Helmchen group was focused on the iridium-catalyzed asymmetric allylic substitution, which was introduced by the group and developed into a broadly applicable tool for organic synthesis ... 

Giacomina F, Riat D, Alexakis A (2010) o-Ethylenic allylic substrates as alternatives to cyclic substrates in copper- and iridium-catalyzed asymmetric allylic alkylation. Org Lett 12 1156-1159... 

Subsequently they utilized the cobalt-mediated asymmetric synthesis of [7]helicene-like molecules described above in helicene-based phosphite ligand synthesis. The application of ligand P,S)-2 to rhodium-catalyzed asymmetric hydro-formylation revealed excellent regioselectivity, although the enantioselectivity was low (Scheme 10.14) [15]. For iridium-catalyzed asymmetric allylic amination, the... 

In 2010, Ueda and Hartwig reported on an iridium-catalyzed asymmetric allylation of sodium sulfinates 345 to branched allylic sulfones 348 with high regioselectivities and enantioselectivities (Scheme 46.40). Notably, the reaction proceeded with a broad range of acyclic allylic carbonates 346 and aryl and alkyl sodium sulfinates 345. Most recently, Zhao et al. developed the catalytic asymmetric allylic alkylations of acyclic allylic carbonates 346 using sodium thiophenoxide and alkyl thiolates 348 to give good-to-excellent selectivities for branched products 350 with excellent enantioselectivities. 

Gao N, Zheng S, Yang W, Zhao X. Carbon-sulfur bond formation via iridium-catalyzed asymmetric allylation of aliphatic thiols. Org. Lett. 2011 13 1514-1516. 

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