Palladium-catalysed annulation reaction of allenyltins with β-iodo vinylic acids:: selective synthesis of α-pyrones

被引：37

作者：

Rousset, S

Abarbri, M

Thibonnet, J

Duchêne, A

Parrain, JL

机构：

[1] Fac Sci Tours, Lab Physicochim Interfaces & Milieux Reactionnels, F-37200 Tours, France

[2] Fac Sci & Tech St Jerome, CNRS ESA 6009, Synth Organ Lab, F-13397 Marseille 20, France

来源：

CHEMICAL COMMUNICATIONS | 2000年 / 20期

关键词：

D O I：

10.1039/b005886f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium-catalysed regio- and stereoselective annulation of allenyl stannanes by beta-iodo vinylic acids gives the corresponding alpha-pyrones in high yields. This annulation most probably proceeds through a Stille reaction/cyclisation sequence.

引用

页码：1987 / 1988

页数：2

共 31 条

[1] STEREOSPECIFIC SYNTHESIS OF (Z)-3-METHYLALK-2-ENOIC OR (E)-3-METHYLALK-2-ENOIC ACIDS [J].

ABARBRI, M ;

PARRAIN, JL ;

DUCHENE, A .

TETRAHEDRON LETTERS, 1995, 36 (14) :2469-2472

[2]

Abarbri M, 1996, SYNTHESIS-STUTTGART, P82

[3] Palladium-catalyzed hydrocarboxylation of allenes [J].

Al-Masum, M ;

Yamamoto, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (15) :3809-3810

[4] SYNTHETIC METHODOLOGY INVOLVING THE CARBOPALLADATION OF ALLENES [J].

CAZES, B .

PURE AND APPLIED CHEMISTRY, 1990, 62 (10) :1867-1878

[5]

Davies-Coleman M. T., 1989, Progress In The Chemistry Of Organic Natural Products, V55, P1

[6]

DUCHENE A, 1994, SYNLETT, P524

[7]

Knight D.W., 1994, CONTEMP ORG SYNTH, V1, P287, DOI DOI 10.1021/CR60230A002

[8]

KVITA V, 1992, CHIMIA, V46, P457

[9]

KVITA V, 1993, CHIMIA, V47, P3

[10] Synthesis of isocoumarins and α-pyrones via palladium-catalyzed annulation of internal alkynes [J].

Larock, RC ;

Doty, MJ ;

Han, XJ .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (24) :8770-8779

← 1 2 3 4 →