title: Efficient diacetoxylation of alkenes via Pd(II)/Pd(IV) process with peracetic acid and acetic anhydride.
abstract: A palladium-catalyzed diacetoxylation of alkenes in the presence of peracetic acid and acetic anhydride was developed to produce diacetates efficiently and diastereoselectively. Due to its mild conditions, this method was suitable for a broad range of substrates encompassing conjugated and nonconjugated olefins.
authors.affiliation: Loker Hydrocarbon Research Institutute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA.
authors.forename: Chan Pil
authors.initials: CP
authors.lastname: Park
authors.forename: Joo Ho
authors.initials: JH
authors.lastname: Lee
authors.forename: Kyung Soo
authors.initials: KS
authors.lastname: Yoo
authors.forename: Kyung Woon
authors.initials: KW
authors.lastname: Jung
mesh_terms: D000089:Acetic Anhydrides / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010463:Peracetic Acid / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000089:Acetic Anhydrides; D000475:Alkenes; C031800:acetic anhydride; D010165:Palladium; D010463:Peracetic Acid
references.citation: J Am Chem Soc. 2006 Feb 8;128(5):1460-1
references.pmid: 16448111
references.citation: J Am Chem Soc. 2004 Mar 3;126(8):2300-1
references.pmid: 14982422
references.citation: J Org Chem. 2006 Jun 9;71(12):4481-9
references.pmid: 16749777
references.citation: Org Lett. 2005 Feb 17;7(4):745-8
references.pmid: 15704940
references.citation: Org Biomol Chem. 2008 Nov 21;6(22):4083-8
references.pmid: 18972034
references.citation: Angew Chem Int Ed Engl. 2007;46(30):5737-40
references.pmid: 17600808
references.citation: J Org Chem. 2007 Mar 2;72(5):1859-62
references.pmid: 17274660
references.citation: J Am Chem Soc. 2008 Mar 12;130(10):2962-4
references.pmid: 18281992
references.citation: J Am Chem Soc. 2009 Mar 25;131(11):3846-7
references.pmid: 19292485
references.citation: J Am Chem Soc. 2007 Mar 21;129(11):3076-7
references.pmid: 17298071
references.citation: Science. 1993 Jan 1;259(5091):64-6
references.pmid: 8418495