title: Direct Copper-Free Domino Conjugate Addition-Cycloallylation using Organozinc Reagents.
abstract: The Direct Approach: Enones possessing appendant allylic carbonates react directly with diorganozinc reagents in the presence of zinc diiodide [ZnI(2)] to provide 5- and 6-membered ring products of tandem or domino conjugate addition-cycloallylation in good to excellent yield. In a related copper-free transformation, allylic carbonates are found to engage in direct allylic substitution with diorganozinc reagents.
authors.affiliation: University of Texas at Austin, Department of Chemistry and Biochemistry, 1 University Station - A5300, Austin, TX 78712-1167, USA.
authors.forename: Venukrishnan
authors.initials: V
authors.lastname: Komanduri
authors.forename: Fernando
authors.initials: F
authors.lastname: Pedraza
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Krische
references.citation: J Am Chem Soc. 2004 Apr 14;126(14):4528-9
references.pmid: 15070365
references.citation: J Am Chem Soc. 2005 Mar 9;127(9):2846-7
references.pmid: 15740108
references.citation: J Am Chem Soc. 2004 Apr 14;126(14):4480-1
references.pmid: 15070341
references.citation: J Am Chem Soc. 2002 Aug 14;124(32):9448-53
references.pmid: 12167039
references.citation: Org Lett. 2004 Mar 4;6(5):691-4
references.pmid: 14986951
references.citation: J Am Chem Soc. 2004 Nov 24;126(46):15044-5
references.pmid: 15547998
references.citation: J Am Chem Soc. 2003 Feb 5;125(5):1110-1
references.pmid: 12553780
references.citation: Org Lett. 2006 Oct 12;8(21):4799-801
references.pmid: 17020306
references.citation: J Am Chem Soc. 2001 Jan 31;123(4):755-6
references.pmid: 11456598
references.citation: J Am Chem Soc. 2001 May 9;123(18):4358-9
references.pmid: 11457212
references.citation: J Am Chem Soc. 2006 Nov 22;128(46):14977-85
references.pmid: 17105309
references.citation: J Org Chem. 1999 Apr 30;64(9):3384-3388
references.pmid: 11674453
references.citation: Chem Commun (Camb). 2003 Mar 7;(5):551-64
references.pmid: 12669826
references.citation: J Org Chem. 2002 Oct 18;67(21):7244-54
references.pmid: 12375950
references.citation: Org Lett. 2003 Apr 3;5(7):1143-6
references.pmid: 12659594
references.citation: J Am Chem Soc. 2003 Sep 17;125(37):11210-1
references.pmid: 16220938
references.citation: Angew Chem Int Ed Engl. 2006 Jan 9;45(3):354-66
references.pmid: 16287187
references.citation: J Am Chem Soc. 2003 Jul 2;125(26):7758-9
references.pmid: 12822967
references.citation: Proc Natl Acad Sci U S A. 2004 Apr 13;101(15):5421-4
references.pmid: 15024093
references.citation: J Am Chem Soc. 2003 Jul 23;125(29):8744-5
references.pmid: 12862467
references.citation: J Am Chem Soc. 2002 Feb 6;124(5):779-81
references.pmid: 11817953
references.citation: J Org Chem. 1998 Oct 16;63(21):7547-7551
references.pmid: 11672415
references.citation: J Am Chem Soc. 2002 Sep 18;124(37):10984-5
references.pmid: 12224938
references.citation: J Am Chem Soc. 2004 Feb 11;126(5):1340-1
references.pmid: 14759182
references.citation: Angew Chem Int Ed Engl. 2005 Jun 20;44(25):3874-9
references.pmid: 15900527
references.citation: J Am Chem Soc. 2007 Jun 13;129(23):7439-43
references.pmid: 17503823
references.citation: J Am Chem Soc. 2005 Dec 14;127(49):17180-1
references.pmid: 16332054
references.citation: Chem Commun (Camb). 2007 Jan 21;(3):217-24
references.pmid: 17299619
references.citation: J Am Chem Soc. 2007 Jun 27;129(25):7718-9
references.pmid: 17539637
references.citation: Chem Rev. 1996 Feb 1;96(1):115-136
references.pmid: 11848746
references.citation: Org Lett. 2007 Mar 1;9(5):741-3
references.pmid: 17284039
references.citation: J Am Chem Soc. 2002 Dec 25;124(51):15156-7
references.pmid: 12487574
references.citation: Acc Chem Res. 2000 Jun;33(6):346-53
references.pmid: 10891052
references.citation: Angew Chem Int Ed Engl. 2005 Dec 9;44(48):7879-81
references.pmid: 16292780
references.citation: J Am Chem Soc. 2001 May 30;123(21):5112-3
references.pmid: 11457348
references.citation: J Org Chem. 2004 Nov 12;69(23):7979-84
references.pmid: 15527279
references.citation: J Org Chem. 2003 Jan 10;68(1):11-4
references.pmid: 12515454