TANDEM ADDITION REDUCTION .22. 4-ALKENYL-1-METHOXY-1,4-CYCLOHEXADIENES BY TANDEM ADDITION MULTISTEP REDUCTION OF ALKENYL ALDEHYDES AND KETONES - SYNTHESIS OF 4-ALKENYL-3-CYCLOHEXEN-1-ONES BY SUBSEQUENT HYDROLYSIS

被引：5

作者：

FLISAK, JR ^{[1
]}

HALL, SS ^{[1
]}

机构：

[1] RUTGERS STATE UNIV,DEPT CHEM,NEWARK,NJ 07102

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1990年 / 112卷 / 20期

关键词：

D O I：

10.1021/ja00176a033

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of 4-alkenyl-1-methoxy-1,4-cyclohexadienes were prepared by a tandem addition-multistep reduction procedure. This one-pot process included the addition of 4-methoxyphenyllithium to alkenyl aldehydes and ketones, followed by multistep reduction of the intermediate benzyl alkoxides with lithium-ammonia-alcohol. Subsequent acid hydrolysis, selectively afforded the corresponding 4-alkenyl-3-cyclohexen-1-ones. © 1990, American Chemical Society. All rights reserved.

引用

页码：7299 / 7305

页数：7

共 7 条

[1] REDUCTION BY DISSOLVING METALS .6. SOME APPLICATIONS IN SYNTHESIS
BIRCH, AJ
MUKHERJI, SM
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1949, (OCT): : 2531 - 2536
[2] FIESER LF, 1967, REAGENTS ORGANIC SYN, V1, P618
[3] EFFICIENT SYNTHESES OF BETA-SESQUIPHELLANDRENE AND ZINGIBERENOL EMPLOYING A TANDEM ARYLATION-MULTISTEP REDUCTION-HYDROLYSIS SEQUENCE
FLISAK, JR
HALL, SS
[J]. SYNTHETIC COMMUNICATIONS, 1986, 16 (10) : 1217 - 1228
[4] TANDEM ARYLATION-REDUCTION OF ACYL HETEROCYCLES - CONVENIENT SYNTHESIS OF BENZYL HETEROCYCLES
HALL, SS
FARAHAT, SE
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (04) : 1205 - 1213
[5] TERPENOIDS .1. SYNTHESIS OF THE GROSS STRUCTURE OF ZINGIBERENE
MUKHERJI, SM
BHATTACHARYYA, NK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (19) : 4698 - 4700
[6] RAPID CHROMATOGRAPHIC TECHNIQUE FOR PREPARATIVE SEPARATIONS WITH MODERATE RESOLUTION
STILL, WC
KAHN, M
MITRA, A
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (14) : 2923 - 2925
[7] ALKYLATION-REDUCTION OF CARBON SYSTEMS .12. SELECTIVE SYNTHESIS OF EITHER COMPLEX AROMATIC ALKENES OR (1,4-CYCLOHEXADIENYL)ALKENES BY TANDEM ARYLATION-MULTISTEP REDUCTION OF ALPHA,BETA,GAMMA,DELTA-UNSATURATED KETONES
ZILENOVSKI, JSR
HALL, SS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (21) : 4139 - 4142

← 1 →