» Articles » PMID: 19701955

Direct, Chemoselective N-tert-prenylation of Indoles by C-H Functionalization

Overview
Specialty Chemistry
Date 2009 Aug 25
PMID 19701955
Citations 22
Authors
Affiliations
Soon will be listed here.
Citing Articles

Total Syntheses of Cyclomarin and Metamarin Natural Products.

Fei F, Lun S, Saxena A, Raghavan M, DeRisi J, Bishai W Org Lett. 2024; 26(45):9698-9703.

PMID: 39486397 PMC: 11574846. DOI: 10.1021/acs.orglett.4c03473.


Rapid Peptide Cyclization Inspired by the Modular Logic of Nonribosomal Peptide Synthetases.

Ding Y, Lambden E, Peate J, Picken L, Rees T, Perez-Ortiz G J Am Chem Soc. 2024; .

PMID: 38842580 PMC: 11191687. DOI: 10.1021/jacs.4c04711.


Direct synthesis of branched amines enabled by dual-catalyzed allylic C─H amination of alkenes with amines.

Ren Y, Chen B, Chen X, Du H, Li Y, Shu W Sci Adv. 2024; 10(14):eadn1272.

PMID: 38578992 PMC: 10997203. DOI: 10.1126/sciadv.adn1272.


Nucleophilic aromatization of monoterpenes from isoprene under nickel/iodine cascade catalysis.

Zhang W, Ji D, Yang Y, Song T, Zhang G, Wang X Nat Commun. 2023; 14(1):7087.

PMID: 37925506 PMC: 10625535. DOI: 10.1038/s41467-023-42847-6.


Palladium-Catalyzed Oxidative Amination of α-Olefins with Indoles.

Bhatt S, Wang Y, Pham H, Hull K Org Lett. 2022; 24(31):5746-5750.

PMID: 35905441 PMC: 9807023. DOI: 10.1021/acs.orglett.2c02190.


References
1.
Baran P, Hafensteiner B, Ambhaikar N, Guerrero C, Gallagher J . Enantioselective total synthesis of avrainvillamide and the stephacidins. J Am Chem Soc. 2006; 128(26):8678-93. DOI: 10.1021/ja061660s. View

2.
Ritleng V, Sirlin C, Pfeffer M . Ru-, Rh-, and Pd-catalyzed C-C bond formation involving C-H activation and addition on unsaturated substrates: reactions and mechanistic aspects. Chem Rev. 2002; 102(5):1731-70. DOI: 10.1021/cr0104330. View

3.
Trost B, Crawley M . Asymmetric transition-metal-catalyzed allylic alkylations: applications in total synthesis. Chem Rev. 2003; 103(8):2921-44. DOI: 10.1021/cr020027w. View

4.
Denmark S, Fu J, Lawler M . Chiral phosphoramide-catalyzed enantioselective addition of allylic trichlorosilanes to aldehydes. Preparative studies with bidentate phosphorus-based amides. J Org Chem. 2006; 71(4):1523-36. DOI: 10.1021/jo052203h. View

5.
Baran P, Corey E . A short synthetic route to (+)-austamide, (+)-deoxyisoaustamide, and (+)-hydratoaustamide from a common precursor by a novel palladium-mediated indole --> dihydroindoloazocine cyclization. J Am Chem Soc. 2002; 124(27):7904-5. DOI: 10.1021/ja026663t. View