A ONE-STEP AND CHEMOSELECTIVE CONVERSION OF SILYL-PROTECTED ALCOHOLS INTO THE CORRESPONDING ACETATES

被引：49

作者：

ORIYAMA, T

ODA, M

GONO, J

KOGA, G

机构：

[1] Department of Chemistry, Faculty of Science, Ibaraki University, Mito, 310, Bunkyo

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 13期

关键词：

D O I：

10.1016/S0040-4039(00)73040-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A reagent system of acetyl bromide combined with a catalytic amount of tin(II) bromide cleaves readily trialkylsilyl ethers to give the corresponding acetates in high yields under very mild conditions.

引用

页码：2027 / 2030

页数：4

共 8 条

[1] TOTAL SYNTHESIS OF (+/-)-HEPTELIDIC ACID
DANISHEFSKY, SJ
MANTLO, N
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (24) : 8129 - 8133
[2] DANISHEFSKY SJ, 1993, J AM CHEM SOC, V115, P4933
[3] IMPROVED METHOD FOR SPECIFIC RELEASE OR ACYLATION OF PRIMARY HYDROXYL-GROUPS FROM PERTRIMETHYLSILYLATED POLYOLS
FUCHS, EF
LEHMANN, J
[J]. CHEMISCHE BERICHTE-RECUEIL, 1974, 107 (02): : 721 - 724
[4] FERRIC-CHLORIDE IN ACETIC-ANHYDRIDE - MILD AND VERSATILE REAGENT FOR CLEAVAGE OF ETHERS
GANEM, B
SMALL, VR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (25) : 3728 - 3730
[5] Greene T. W., 1991, PROTECTIVE GROUPS OR, V2nd, P68
[6] FACILE CONVERSION OF TETRAHYDROPYRANYL AND SILYL ETHERS INTO ESTERS USING ACID-CHLORIDES AND ZINC-CHLORIDE
KIM, S
LEE, WJ
[J]. SYNTHETIC COMMUNICATIONS, 1986, 16 (06) : 659 - 665
[7] ORIYAMA T, 1993, SYNLETT, P437
[8] ORIYAMA T, IN PRESS B CHEM SOC

← 1 →