A NOVEL ALLYLIC OXIDATION USING A COMBINATION OF FORMIC-ACID AND SELENIUM DIOXIDE

被引：42

作者：

SHIBUYA, K

机构：

[1] Tokyo Research Laboratories, Kowa Co., Ltd., 2-17-43 Noguchi-cho

来源：

SYNTHETIC COMMUNICATIONS | 1994年 / 24卷 / 20期

关键词：

D O I：

10.1080/00397919408010614

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A combination of formic acid and selenium dioxide in dioxane has been found to be an efficient system for the allylic oxygenation of olefins, in particular for sterically hindered ones, leading to the corresponding allylic alcohols or formates.

引用

页码：2923 / 2941

页数：19

共 12 条

[1] THE CHEMISTRY OF DICYCLOPENTADIENE .1. HYDRATION AND REARRANGEMENT [J].

BRUSON, HA ;

RIENER, TW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (05) :723-728

[2]

Bulman Page P. C., 1991, COMPREHENSIVE ORGANI, V7, P83, DOI DOI 10.1016/B978-0-08-052349-1.00184-0

[3]

HARWOOD LM, 1980, SYNTHESIS-STUTTGART, P456

[4]

KALSI PS, 1992, SYNLETT, P425

[5]

Kleinfelter D. C., 1973, ORG SYNTH, V5, P852

[6] TOTAL SYNTHESIS OF UPIAL, A MARINE SESQUITERPENE POSSESSING BICYCLO[3.3.1]NONANE RING-SYSTEM [J].

NAGAOKA, H ;

SHIBUYA, K ;

YAMADA, Y .

TETRAHEDRON, 1994, 50 (03) :661-688

[7] TOTAL SYNTHESIS OF UPIAL [J].

NAGAOKA, H ;

SHIBUYA, K ;

YAMADA, Y .

TETRAHEDRON LETTERS, 1993, 34 (09) :1501-1504

[8] PREPARATION AND THERMAL REARRANGEMENT OF SEVERAL DICYCLOPENTADIENE DERIVATIVES [J].

ROSENBLUM, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (12) :3179-3181

[9] The action of selenium dioxide on sterols and bile acids. Part III. Cholesterol. [J].

Rosenheim, O ;

Starling, WW .

JOURNAL OF THE CHEMICAL SOCIETY, 1937, :377-384

[10] SELENIUM DIOXIDE OXIDATION OF OLEFINS - EVIDENCE FOR INTERMEDIACY OF ALLYLSELENINIC ACIDS [J].

SHARPLESS, KB ;

LAUER, RF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (20) :7154-+

← 1 2 →