ArticleOrganic letters2015
Exo-selective reductive macrocyclization of ynals.
Article in Organic letters, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Synthesis of Diverse 11- and 12-Membered Macrolactones from a Common Linear Substrate Using a Single Biocatalyst.ACS central science · 2017Article
- Development of a Modular Synthetic Route to (+)-Pleuromutilin, (+)-12-epi-Mutilins, and Related Structures.Journal of the American Chemical Society · 2017Article
- NHC Ligands Tailored for Simultaneous Regio- and Enantiocontrol in Nickel-Catalyzed Reductive Couplings.Journal of the American Chemical Society · 2017Article
- A modular and enantioselective synthesis of the pleuromutilin antibiotics.Science (New York, N.Y.) · 2017Article
- Total Synthesis of (-)-Spinosyn A via Carbonylative Macrolactonization.Journal of the American Chemical Society · 2016Article
- Mechanistic Basis for Regioselection and Regiodivergence in Nickel-Catalyzed Reductive Couplings.Accounts of chemical research · 2015Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
A general protocol for the highly exo-selective macrocyclization of ynals using a nickel/N-heterocyclic carbene catalyst system has been developed. A series of 10- to 21-membered macrocycles bearing an exomethylene substituent was synthesized in good yields with excellent regioselectivity (exo/endo >95:5). Very high levels of long-range diastereocontrol can also be achieved for some classes of macrocycles. Complementary to previously reported endo-selective macrocyclizations, this method provides accesses to exoalkylidene macrocycles from simple ynals in high selectivity.
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Registered trials
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