DIRECT FACILE TETRAHYDROFURANYLATION OF ALCOHOLS THROUGH RADICAL COUPLING WITH (BU4N)2S2O8

被引：75

作者：

JUNG, JC ^{[1
]}

CHOI, HC ^{[1
]}

KIM, YH ^{[1
]}

机构：

[1] KOREA ADV INST SCI & TECHNOL,DEPT CHEM,373-1 KU SONG DONG YUSUNG GU,SEOUL 131,SOUTH KOREA

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 22期

关键词：

D O I：

10.1016/S0040-4039(00)73641-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Primary, secondary and tertiary alcohols can be converted in excellent yields into their 2-tetrahydrofuranyl-ethers in the presence of n-tetrabutylammonium peroxydisulfate1 under nearly neutral condition in tetrahydrofuran.

引用

页码：3581 / 3584

页数：4

共 15 条

[1] NUCLEOPHILIC CHARACTER OF ALKYL RADICALS .12. MECHANISM AND NEW SYNTHESES IN OXIDATION OF ALCOHOLS BY PEROXYDISULFATE [J].

CARONNA, T ;

CITTERIO, A ;

GROSSI, L ;

MINISCI, F ;

OGAWA, K .

TETRAHEDRON, 1976, 32 (22) :2741-2745

[2] REDUCTIONS WITH METAL HYDRIDES .14. REDUCTION OF 2-TETRAHYDROPYRANYL AND 2-TETRAHYDROFURANYL ETHERS [J].

ELIEL, EL ;

NOWAK, BE ;

DAIGNAUL.RA ;

BADDING, VG .

JOURNAL OF ORGANIC CHEMISTRY, 1965, 30 (07) :2441-&

[3]

GREENE TW, 1991, PROTECTING GROUPS OR, P36

[4] KINETICS AND MECHANISM OF OXIDATIONS BY PEROXYDISULFATE [J].

HOUSE, DA .

CHEMICAL REVIEWS, 1962, 62 (03) :185-&

[5]

KRUSE CG, 1979, RECL TRAV CHIM PAY B, V98, P371

[6] SYNTHETIC APPLICATIONS OF CYCLIC ALPHA-CHLORO ETHERS AND THIOETHERS .4. USE OF (THIO)ACETAL ESTERS AS REAGENTS FOR PROTECTION OF ALCOHOLS - SYNTHESIS OF 2-TETRAHYDROTHIENYL ETHERS [J].

KRUSE, CG ;

POELS, EK ;

JONKERS, FL ;

VANDERGEN, A .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (18) :3548-3553

[7]

KRUSE CG, 1976, TETRAHEDRON LETT, P1725

[8]

LATIMER WM, 1952, OXIDATION STATES ELE, P78

[9] FORMATION AND FRAGMENTATION OF ALKOXYL RADICALS BY OXIDATION OF ALCOHOLS WITH PEROXYDISULFATE ION [J].

LEDWITH, A ;

RUSSELL, PJ ;

SUTCLIFF.LH .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1973, (05) :630-633

[10]

MAIONE AM, 1987, SYNTHESIS-STUTTGART, P250

← 1 2 →