THE GENERATION OF CARBONYL-COMPOUNDS FROM ACETALS AND KETALS BY IODOTRICHLOROSILANE (ITCS)

被引：18

作者：

ELMORSY, SS

BHATT, MV

PELTER, A

机构：

[1] INDIAN INST SCI,DEPT ORGAN CHEM,BANGALORE 560012,KARNATAKA,INDIA

[2] UNIV COLL SWANSEA,DEPT CHEM,SWANSEA SA2 8PP,W GLAM,WALES

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(00)91700-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cheap and readily available iodotrichlorosilane (SiCl4/ NaI) readily regenerates aldehydes and ketones from cyclic and acyclic acetals and ketals, in 20-60 min at ambient temperature. The reaction is highly chemoselective as phenolic ethers and esters are not cleaved. The pathway for the process is unlike any previously proposed.

引用

页码：1657 / 1660

页数：4

共 26 条

[11] CYCLOALK-2-ENONES AND ALPHA,BETA,ALPHA',BETA'-CYCLOALKADIENONES .A. SYNTHESIS .B. ON DIRECTION OF BROMINATION OF 2-SUBSTITUTED CYCLOALKANONES AND THEIR KETALS
GARBISCH, EW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (07) : 2109 - &
[12] GUINDON Y, 1984, J ORG CHEM, V49, P3913
[13] HUET F, 1977, TETRAHEDRON LETT, P2521
[14] HUET F, 1977, TETRAHEDRON LETT, P3505
[15] HIGHLY SELECTIVE ACETAL CLEAVAGE USING NEW ORGANOALUMINUM REAGENTS
ISHIHARA, K
HANAKI, N
YAMAMOTO, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (18) : 7074 - 7075
[16] JUNG ME, 1977, TETRAHEDRON LETT, P4175
[17] DIIODOSILANE .2. A MULTIPURPOSE REAGENT FOR HYDROLYSIS AND REDUCTIVE IODINATION OF KETALS, ACETALS, KETONES, AND ALDEHYDES
KEINAN, E
PEREZ, D
SAHAI, M
SHVILY, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (09) : 2927 - 2938
[18] EFFICIENT AND SELECTIVE CLEAVAGE OF ACETALS AND KETALS USING FERRIC-CHLORIDE ADSORBED ON SILICA-GEL
KIM, KS
SONG, YH
LEE, BH
HAHN, CS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (03) : 404 - 407
[19] KRIEF A, 1980, ANGEW CHEM, V92, P1039
[20] HYDROLYSIS OF ACETALS AND KETALS USING LIBF4
LIPSHUTZ, BH
HARVEY, DF
[J]. SYNTHETIC COMMUNICATIONS, 1982, 12 (04) : 267 - 277

← 1 2 3 →