Indium(I) iodide-mediated chemo-, regio-, and stereoselective hydrotelluration of 2-alkyn-1-ol derivatives

被引：19

作者：

Barros, OSD ^{[1
]}

Lang, ES ^{[1
]}

Peppe, C ^{[1
]}

Zeni, G ^{[1
]}

机构：

[1] Univ Fed Santa Maria, Dept Quim, BR-97105900 Santa Maria, RS, Brazil

来源：

SYNLETT | 2003年 / 11期

关键词：

indium(I) iodide; vinylic tellurides; hydrotelluration; Markovnikov addition; stereoselectivity;

D O I：

10.1055/s-2003-41006

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indium(I) iodide promotes the rigorous chemo-, regio-, and stereoselective hydrotelluration of 2-alkyn-1-ol derivatives with diphenylditelluride. The Markovnikov adducts with stereochemistry corresponding to an anti addition of the tellurol constituents across the triple bond were obtained in good yields.

引用

页码：1725 / 1727

页数：3

共 11 条

[1]

Barros OSD, 2002, TETRAHEDRON LETT, V43, P7921

[2] Synthesis of β-organotelluro vinylphosphine oxides by hydrotelluration of 1-alkynylphosphine oxides and their palladium-catalyzed cross-coupling with alkynes [J].

Braga, AL ;

Vargas, F ;

Zeni, G ;

Silveira, CC ;

de Andrade, LH .

TETRAHEDRON LETTERS, 2002, 43 (24) :4399-4402

[3] Stereospecific formation of enynephosphonates via palladium-catalyzed cross-coupling reaction of β-organotelluro vinylphosphonates with alkynes [J].

Braga, AL ;

de Andrade, LH ;

Silveira, CC ;

Moro, AV ;

Zeni, G .

TETRAHEDRON LETTERS, 2001, 42 (49) :8563-8565

[4] TOTAL CONTROL ON THE SYNTHESIS OF REGIO AND STEREOISOMERS OF VINYLIC TELLURIDES [J].

DABDOUB, MJ ;

CASSOL, TM .

TETRAHEDRON, 1995, 51 (47) :12971-12982

[5] COORDINATION-COMPOUNDS OF INDIUM .42. THE INSERTION OF INDIUM(I) HALIDES INTO HOMONUCLEAR BONDS IN NON-AQUEOUS MEDIA [J].

PEPPE, C ;

TUCK, DG .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1984, 62 (12) :2798-2802

[6]

Petragnani N., 1994, TELLURIUM ORGANIC SY

[7]

Zeni G, 2002, SYNLETT, P975

[8] Synthesis and anti-inflammatory activity of acetylenic thiophenes [J].

Zeni, G ;

Nogueira, CW ;

Panatieri, RB ;

Silva, DO ;

Menezes, PH ;

Braga, AL ;

Silveira, CC ;

Stefani, HA ;

Rocha, JBT .

TETRAHEDRON LETTERS, 2001, 42 (45) :7921-7923

[9] New acetylenic furan derivatives:: synthesis and anti-inflammatory activity [J].

Zeni, G ;

Lüdtke, DS ;

Nogueira, CW ;

Panatieri, RB ;

Braga, AL ;

Silveira, CC ;

Stefani, HA ;

Rocha, JBT .

TETRAHEDRON LETTERS, 2001, 42 (51) :8927-8930

[10]

Zeni G, 2001, SYNLETT, P1473

← 1 2 →