All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes by Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration.
Angew Chem Int Ed Engl. 2015 Aug 17; 54(34):9958-62.AC

Abstract

1,3-Enynes containing allylic hydrogens cis to the alkyne function as three-carbon components in rhodium(III)-catalyzed, all-carbon [3+3] oxidative annulations to produce spirodialins. The proposed mechanism of these reactions involves the alkenyl-to-allyl 1,4-rhodium(III) migration.

Links

PMC Free PDF

Authors+Show Affiliations

Burns DJ

School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD (UK).

Best D

School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD (UK).

Wieczysty MD

EaStCHEM, School of Chemistry, University of Edinburgh, Joseph Black Building, The King's Buildings, David Brewster Road, Edinburgh EH9 3FJ (UK).

Lam HW

School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD (UK). hon.lam@nottingham.ac.uk.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

26224377

Citation

Burns, David J., et al. "All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes By Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration." Angewandte Chemie (International Ed. in English), vol. 54, no. 34, 2015, pp. 9958-62.

Burns DJ, Best D, Wieczysty MD, et al. All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes by Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration. Angew Chem Int Ed Engl. 2015;54(34):9958-62.

Burns, D. J., Best, D., Wieczysty, M. D., & Lam, H. W. (2015). All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes by Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration. Angewandte Chemie (International Ed. in English), 54(34), 9958-62. https://doi.org/10.1002/anie.201503978

Burns DJ, et al. All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes By Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration. Angew Chem Int Ed Engl. 2015 Aug 17;54(34):9958-62. PubMed PMID: 26224377.

* Article titles in AMA citation format should be in sentence-case

TY - JOUR T1 - All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes by Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration. AU - Burns,David J, AU - Best,Daniel, AU - Wieczysty,Martin D, AU - Lam,Hon Wai, Y1 - 2015/07/15/ PY - 2015/04/30/received PY - 2015/7/31/entrez PY - 2015/8/1/pubmed PY - 2015/8/1/medline KW - CH activation KW - allylation KW - enynes KW - homogeneous catalysis KW - rhodium SP - 9958 EP - 62 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 54 IS - 34 N2 - 1,3-Enynes containing allylic hydrogens cis to the alkyne function as three-carbon components in rhodium(III)-catalyzed, all-carbon [3+3] oxidative annulations to produce spirodialins. The proposed mechanism of these reactions involves the alkenyl-to-allyl 1,4-rhodium(III) migration. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/26224377/All_Carbon_[3+3]_Oxidative_Annulations_of_13_Enynes_by_Rhodium_III__Catalyzed_C_H_Functionalization_and_14_Migration_ DB - PRIME DP - Unbound Medicine ER -

Tags

All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes by Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration.Angew Chem Int Ed Engl. 2015 Aug 17; 54(34):9958-62.AC