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

收藏

页码：1657 / 1660

页数：4

相关论文

共 26 条

[1] CONVERSION OF ACETALS AND KETALS TO CARBONYL-COMPOUNDS PROMOTED BY TITANIUM TETRACHLORIDE [J].

BALME, G ;

GORE, J .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (19) :3336-3338

[2] OXIDATION OF KETONE ACETALS BY HYDRIDE TRANSFER [J].

BARTON, DHR ;

MAGNUS, PD ;

SMITH, G ;

ZURR, D .

JOURNAL OF THE CHEMICAL SOCIETY D-CHEMICAL COMMUNICATIONS, 1971, (15) :861-&

[3] TRANSKETALIZATION REACTIONS .1. FINDING EVIDENCE FOR THERMODYNAMIC CHARACTER OF TRANSKETALIZATION REACTIONS AND APPLICATION TO SYNTHESIS CHEMISTRY [J].

BAUDUIN, G ;

PIETRASANTA, Y ;

PUCCI, B .

TETRAHEDRON, 1977, 33 (23) :3105-3110

[4]

BHATT MV, 1982, SYNTHESIS-STUTTGART, V12, P1048

[5] STEROIDAL CYCLIC KETALS .25. PREPARATION OF STEROIDAL DELTA4-3-ETHYLENEKETALS [J].

BROWN, JJ ;

LENHARD, RH ;

BERNSTEIN, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (11) :2183-&

[6]

COLKVIN EW, 1971, J CHEM SOC CHEM COMM, P858

[7]

COPPOLA GM, 1984, SYNTHESIS-STUTTGART, P1021

[8] THE IODOTRICHLOROSILANE INDUCED REACTIONS OF AROMATIC-ALDEHYDES WITH ACRYLONITRILE - A UNIQUE ROUTE TO UNSATURATED IMINOALDEHYDES [J].

ELMORSY, SS ;

BADAWY, DS ;

NOUR, MA ;

PELTER, A .

TETRAHEDRON LETTERS, 1991, 32 (39) :5421-5422

[9]

ELMORSY SS, 1981, TETRAHEDRON LETT, V32, P1825

[10]

ELMORSY SS, 1983, THESIS BANGALORE I S