FORMATION OF 1,2-DIOXACYCLOHEXANES BY THE REACTION OF ALKENES WITH TRIS(2,4-PENTANEDIONATO)MANGANESE(III) OR WITH BETA-KETOCARBONYL COMPOUNDS IN THE PRESENCE OF MANGANESE(III) ACETATE

被引：65

作者：

TATEGAMI, S

YAMADA, T

NISHINO, H

KORP, JD

KUROSAWA, K

机构：

[1] KUMAMOTO UNIV,FAC SCI,DEPT CHEM,KUROKAMI 2-39-1,KUMAMOTO 860,JAPAN

[2] UNIV HOUSTON,DEPT CHEM,HOUSTON,TX 77204

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(00)97067-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reactions of 1,1-disubstituted ethenes, styrene, 1-octene, 1-nonene, cyclohexene and cyclooctene with tris(2,4-pentanedionato)manganese(III) in acetic acid at room temperature give 4-acetyl-3-hydroxy-3-methyl- 1,2-dioxacyclohexanes in 8-92 % yields. The reactions of 1,1-disubstituted ethenes with ethyl 3-oxobutanoate or acetoacetanilide in the presence of manganese(III) acetate also give cording 1,2-dioxacyclohexanes in good to moderate yields. © 1990.

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页码：6371 / 6374

页数：4

相关论文

共 20 条

[1] TRUNCULIN-A AND TRUNCULIN-B, NORSESTERTERPENE CYCLIC PEROXIDES FROM A MARINE SPONGE, LATRUNCULIA-BREVIS [J].

CAPON, RJ ;

MACLEOD, JK ;

WILLIS, AC .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (03) :339-342

[2] MANGANESE(III) ACETATE INDUCED CYCLIZATION OF ALPHA-ARYLALKYL AND ALPHA-(ARYLOXY)ALKYL BETA-DICARBONYL DERIVATIVES [J].

CITTERIO, A ;

FANCELLI, D ;

FINZI, C ;

PESCE, L ;

SANTI, R .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) :2713-2718

[3] NEW AND GENERAL-SYNTHESIS OF POLYCYCLIC GAMMA-LACTONES BY DOUBLE ANNULATION [J].

COREY, EJ ;

KANG, MC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (18) :5384-5385

[4]

CROW WD, 1971, TETRAHEDRON LETT, P1353, DOI 10.1016/S0040-4039(01)96708-5

[5] MANGANESE(III)-MEDIATED SPIRODILACTONIZATION [J].

FRISTAD, WE ;

HERSHBERGER, SS .

JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (07) :1026-1031

[6] OXIDATION BY METAL-SALTS .11. FORMATION OF DIHYDROFURANS [J].

HEIBA, EI ;

DESSAU, RM .

JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (23) :3456-3457

[7] THE REACTION OF OLEFINS WITH MALONIC-ACID IN THE PRESENCE OF MANGANESE(III) ACETATE [J].

ITO, N ;

NISHINO, H ;

KUROSAWA, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (11) :3527-3528

[8]

KONDO K, 1972, J CHEM SOC CHEM COMM, P1332

[9] REACTION OF OLEFINS WITH MALONAMIDE IN THE PRESENCE OF MANGANESE(III) ACETATE - FORMATION OF ALPHA,BETA-LACTONES UNSATURATED GAMMA-LACTONES AND GAMMA-LACTAMS [J].

NISHINO, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1985, 58 (01) :217-222

[10] DIRECT DIACETYLMETHYLATION OF AROMATIC-COMPOUNDS WITH TRIS(2,4-PENTANEDIONATO)MANGANESE(III) [J].

NISHINO, H .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (06) :1733-1739