Selective pyrone functionalization: reductive alkylation of triacetic acid lactone

被引：12

作者：

Kraus, George A. ^{[1
]}

Basemann, Kevin

Guney, Tezcan

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 23期

基金：

美国国家科学基金会;

关键词：

2-Pyrone; Triacetic acid lactone; Reductive alkylation; Aldehydes; Hantzsch ester; ASYMMETRIC-SYNTHESIS;

D O I：

10.1016/j.tetlet.2015.01.141

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：3494 / 3496

页数：3

共 12 条

[1]

Brachmann AO, 2013, NAT CHEM BIOL, V9, P573, DOI [10.1038/NCHEMBIO.1295, 10.1038/nchembio.1295]

[2] Natural and synthetic 2H-pyran-2-ones and their versatility in organic synthesis [J].

Goel, Atul ;

Ram, Vishnu J. .

TETRAHEDRON, 2009, 65 (38) :7865-7913

[3] Deoxygenation of polyhydroxybenzenes: An alternative strategy for the benzene-free synthesis of aromatic chemicals [J].

Hansen, CA ;

Frost, JW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (21) :5926-5927

[4]

Hua D, 2011, US Patent, Patent No. [7,935,726 81, 7935726]

[5] Single Nucleotide-Catalyzed Biomimetic Reductive Amination [J].

Kumar, Atul ;

Sharma, Siddharth ;

Maurya, Ram Awatar .

ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (13) :2227-2232

[6] SnCl4-I2 mediated regioselective 6-endo- and 5-exo-cyclization of ortho-allylenols [J].

Majumdar, KC ;

Biswas, A ;

Mukhopadhyay, PP .

CANADIAN JOURNAL OF CHEMISTRY, 2005, 83 (12) :2046-2051

[7] PALLADIUM-CATALYZED C-ALKYLATIONS OF THE HIGHLY ACIDIC AND ENOLIC TRIACETIC ACID LACTONE - MECHANISM AND STEREOCHEMISTRY [J].

MORENOMANAS, M ;

RIBAS, J ;

VIRGILI, A .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (22) :5328-5335

[8]

MORENOMANAS M, 1984, SYNTHESIS-STUTTGART, P430

[9] DEHYDROACETIC ACID, TRIACETIC ACID LACTONE, AND RELATED PYRONES [J].

MORENOMANAS, M ;

PLEIXATS, R .

ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 53, 1992, 53 :1-84

[10] Direct catalytic asymmetric synthesis of highly functionalized tetronic acids/tetrahydro-isobenzofuran-1,5-diones via combination of cascade three-component reductive alkylations and Michael-aldol reactions [J].

Ramachary, Dhevalapally B. ;

Kishor, Mamillapalli .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (12) :2859-2867

← 1 2 →