ALKYLATION OF QUINONES BY O-SILYLATED KETENE ACETALS IN LICLO4-ETHER AS REACTION MEDIUM

被引：13

作者：

IPAKTSCHI, J

HEYDARI, A

机构：

[1] Institut für Organische Chemie, Universität Gießen, Gießen, W-6300

来源：

CHEMISCHE BERICHTE-RECUEIL | 1992年 / 125卷 / 06期

关键词：

QUINONES; KETENE ACETALS; O-SILYLATED; MUKAIYAMA REACTION; 2(3H)-BENZOFURANONE; HOMOGENTISIC ACID;

D O I：

10.1002/cber.19921250630

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

O-Silylated ketene acetals (2,5) undergo 1,4-conjugative addition to alpha,beta-unsaturated carbonyl systems of quinones 1 in the presence of lithium perchlorate in ether to form 2(3H)benzofuranones 3.

引用

页码：1513 / 1515

页数：3

共 23 条

[1] KETENE ALKYLTRIALKYLSILYL ACETALS - SYNTHESIS, PRYOLYSIS AND NMR STUDIES [J].

AINSWORTH, C ;

CHEN, F ;

KUO, YN .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1972, 46 (01) :59-+

[2]

BOSTOCK SB, 1978, SYNTHESIS-STUTTGART, P66

[3] THE POLARITY OF SOLUTIONS OF LITHIUM PERCHLORATE IN WATERFREE ETHERS [J].

BRAUN, R ;

SAUER, J .

CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (04) :1269-1274

[4] SYNTHESIS OF GAMMA-HYDROXY KETONES BY LICLO4-CATALYZED ADDITION OF LITHIUM ENOLATES TO 1,2-EPOXIDES [J].

CHINI, M ;

CROTTI, P ;

FAVERO, L ;

PINESCHI, M .

TETRAHEDRON LETTERS, 1991, 32 (51) :7583-7586

[5]

DESIMONI G, 1991, TETRAHEDRON, V39, P8399

[6] STUDIES ON IONIC SOLUTIONS IN DIETHYL ETHER .4. PROPERTIES OF LICLO4-ETHER SOLUTIONS [J].

EKELIN, K ;

SILLEN, LG .

ACTA CHEMICA SCANDINAVICA, 1953, 7 (06) :987-1000

[7]

FINLEY KT, 1974, CHEM QUINONOID COM 2, P877

[8] THE LITHIUM PERCHLORATE-DIETHYL ETHER RATE ACCELERATION OF THE DIELS-ALDER REACTION - LEWIS ACID CATALYSIS BY LITHIUM ION [J].

FORMAN, MA ;

DAILEY, WP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (07) :2761-2762

[9] [1,3] SIGMATROPIC REARRANGEMENT OF ALLYL VINYL ETHERS AT AMBIENT-TEMPERATURE IN 3.0M LITHIUM PERCHLORATE-DIETHYL ETHER [J].

GRIECO, PA ;

CLARK, JD ;

JAGOE, CT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (14) :5488-5489

[10] DRAMATIC RATE ACCELERATIONS OF DIELS-ALDER REACTIONS IN 5-M LITHIUM PERCHLORATE DIETHYL-ETHER - THE CANTHARIDIN PROBLEM REEXAMINED [J].

GRIECO, PA ;

NUNES, JJ ;

GAUL, MD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4595-4596

← 1 2 3 →