A CONVENIENT LACTONIZATION OF DIOLS TO GAMMA-LACTONES AND DELTA-LACTONES CATALYZED BY TRANSITION-METAL POLYHYDRIDES

被引：63

作者：

LIN, YR

ZHU, XC

ZHOU, YF

机构：

[1] Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai, 200032

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1992年 / 429卷 / 02期

关键词：

D O I：

10.1016/0022-328X(92)83257-I

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Transition metal polyhydrides-catalyzed oxidative condensation of diols to 5 and 6-ring lactones was studied. The regioselective dehydrogenation of unsymmetrically substituted 1,4-diols gave beta- or gamma-substituted gamma-lactones in high yields. The mechanism of dehydrogenation under neutral and mild conditions was discussed.

引用

页码：269 / 274

页数：6

共 27 条

[11] RUTHENIUM COMPLEX CATALYZED REGIOSELECTIVE DEHYDROGENATION OF UNSYMMETRICAL-ALPHA,OMEGA-DIOLS [J].

ISHII, Y ;

OSAKADA, K ;

IKARIYA, T ;

SABURI, M ;

YOSHIKAWA, S .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (11) :2034-2039

[12] LACTONE SYNTHESIS BY ALPHA,OMEGA-DIOLS WITH HYDROGEN-PEROXIDE CATALYZED BY HETEROPOLY ACIDS COMBINED WITH CETYLPYRIDINIUM CHLORIDE [J].

ISHII, Y ;

YOSHIDA, T ;

YAMAWAKI, K ;

OGAWA, M .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) :5549-5552

[13]

JEFFORD CW, 1989, STUDIES NATURAL PROD, V3, P157

[14]

LIN Y, 1988, ACTA CHIM SINICA, V3, P272

[15] MOLECULAR-HYDROGEN COMPLEXES IN CATALYTIC REACTIONS - REACTIVITY OF NEUTRAL TRANSITION-METAL POLYHYDRIDES IN THE CATALYTIC TRANSFER HYDROGENATION OF KETONES [J].

LIN, YR ;

ZHOU, YF .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 381 (01) :135-138

[16] IRIDIUM PENTAHYDRIDE COMPLEX CATALYZED DEHYDROGENATION OF ALCOHOLS IN THE ABSENCE OF A HYDROGEN ACCEPTOR [J].

LIN, YR ;

MA, DW ;

LU, XY .

TETRAHEDRON LETTERS, 1987, 28 (27) :3115-3118

[17] ISOMERIZATION OF PROPARGYLIC ALCOHOLS CATALYZED BY AN IRIDIUM COMPLEX [J].

MA, DW ;

LU, XY .

TETRAHEDRON LETTERS, 1989, 30 (16) :2109-2112

[18]

MANDAI T, 1990, SYNLETT, P85

[19]

MOHAMMAD RK, 1990, J ORG CHEM, V55, P598

[20] FACILE SYNTHESIS OF LACTONES [J].

MUKAIYAMA, T ;

USUI, M ;

SAIGO, K .

CHEMISTRY LETTERS, 1976, (01) :49-50

← 1 2 3 →