title: Catalytic asymmetric C-H insertions of rhodium(II) azavinyl carbenes.
abstract: A highly efficient enantioselective C-H insertion of azavinyl carbenes into unactivated alkanes has been developed. These transition metal carbenes are directly generated from readily available and stable 1-sulfonyl-1,2,3-triazoles in the presence of chiral Rh(II) carboxylates and are used for C-H functionalization of alkanes to access a variety of β-chiral sulfonamides.
authors: The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
authors: Stepan
authors: S
authors: Chuprakov
authors: Jamal A
authors: JA
authors: Malik
authors: Mikhail
authors: M
authors: Zibinsky
authors: Valery V
authors: VV
authors: Fokin
references: Angew Chem Int Ed Engl. 2007;46(25):4757-9
references: 17492812
references: J Am Chem Soc. 2009 May 27;131(20):6970-2
references: 19405468
references: J Am Chem Soc. 2009 Dec 23;131(50):18034-5
references: 19928917
references: Org Lett. 2004 May 27;6(11):1725-8
references: 15151399
references: Org Lett. 2007 Oct 25;9(22):4463-6
references: 17892296
references: J Am Chem Soc. 2011 Feb 16;133(6):1650-3
references: 21265565
references: Chem Rev. 2003 Apr;103(4):977-1050
references: 12683775
references: Org Lett. 2010 Nov 5;12(21):4952-5
references: 20931987
references: Org Lett. 2006 Aug 3;8(16):3437-40
references: 16869629
references: J Am Chem Soc. 2010 Mar 3;132(8):2510-1
references: 20131915
references: Chem Rev. 2010 Feb 10;110(2):704-24
references: 19785457
references: Chem Rev. 2003 Aug;103(8):2861-904
references: 12914484
references: Org Lett. 2009 Feb 19;11(4):787-90
references: 19146454
references: J Am Chem Soc. 2008 Nov 12;130(45):14972-4
references: 18855475
references: Chem Soc Rev. 2011 Apr;40(4):1857-69
references: 21359404
references: Angew Chem Int Ed Engl. 2008;47(52):10155-8
references: 19035611
references: J Org Chem. 2001 Oct 5;66(20):6595-603
references: 11578209
references: Org Lett. 2007 Jul 5;9(14):2625-8
references: 17552531
references: Chem Rev. 2007 Dec;107(12):5713-43
references: 18072808
references: Nature. 2008 Jan 24;451(7177):417-24
references: 18216847