Efficient large-scale radical deoxygenation in alcoholic solvents using sodium hypophosphite and a phase-transfer agent: Application to erythromycins

被引:33
作者
Graham, AE [1 ]
Thomas, AV [1 ]
Yang, R [1 ]
机构
[1] Abbott Labs, Proc Dev Chem & Agr Prod Div, N Chicago, IL 60064 USA
关键词
D O I
10.1021/jo991645o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:2583 / 2585
页数:3
相关论文
共 12 条
[1]   THE INVENTION OF RADICAL REACTIONS .31. DIPHENYLSILANE - A REAGENT FOR DEOXYGENATION OF ALCOHOLS VIA THEIR THIOCARBONYL DERIVATIVES, DEAMINATION VIA ISONITRILES, AND DEHALOGENATION OF BROMO-COMPOUNDS AND IODO-COMPOUNDS BY RADICAL-CHAIN CHEMISTRY [J].
BARTON, DHR ;
JANG, DO ;
JASZBERENYI, JC .
TETRAHEDRON, 1993, 49 (33) :7193-7214
[2]   THE INVENTION OF RADICAL REACTIONS .32. RADICAL DEOXYGENATIONS, DEHALOGENATIONS, AND DEAMINATIONS WITH DIALKYL PHOSPHITES AND HYPOPHOSPHOROUS ACID AS HYDROGEN SOURCES [J].
BARTON, DHR ;
JANG, DO ;
JASZBERENYI, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6838-6842
[3]   NEW METHOD FOR DEOXYGENATION OF SECONDARY ALCOHOLS [J].
BARTON, DHR ;
MCCOMBIE, SW .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1975, (16) :1574-1585
[4]   A STUDY ON THE REDUCING ABILITIES OF TRIS(ALKYLTHIO)SILANES [J].
CHATGILIALOGLU, C ;
GUERRA, M ;
GUERRINI, A ;
SECONI, G ;
CLARK, KB ;
GRILLER, D ;
KANABUSKAMINSKA, J ;
MARTINHOSIMOES, JA .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) :2427-2433
[5]   THE ME3SI SUBSTITUENT EFFECT ON THE REACTIVITY OF SILANES - STRUCTURAL CORRELATIONS BETWEEN SILYL RADICALS AND THEIR PARENT SILANES [J].
CHATGILIALOGLU, C ;
GUERRINI, A ;
LUCARINI, M .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (12) :3405-3409
[6]   ORGANOSILANES AS RADICAL-BASED REDUCING AGENTS IN SYNTHESIS [J].
CHATGILIALOGLU, C .
ACCOUNTS OF CHEMICAL RESEARCH, 1992, 25 (04) :188-194
[7]   RADICAL CHAIN REDUCTION OF ALKYL-HALIDES, DIALKYL SULFIDES AND O-ALKYL S-METHYL DITHIOCARBONATES TO ALKANES BY TRIALKYLSILANES [J].
COLE, SJ ;
KIRWAN, JN ;
ROBERTS, BP ;
WILLIS, CR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (01) :103-112
[8]  
GRAHAM AE, 1997, 214 ACS NAT M LAS VE
[9]   SYNTHESIS OF 4''-DEOXY MOTILIDES - IDENTIFICATION OF A POTENT AND ORALLY-ACTIVE PROKINETIC DRUG CANDIDATE [J].
LARTEY, PA ;
NELLANS, HN ;
FAGHIH, R ;
PETERSEN, A ;
EDWARDS, CM ;
FREIBERG, L ;
QUIGLEY, S ;
MARSH, K ;
KLEIN, LL ;
PLATTNER, JJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (10) :1793-1798
[10]   MACROLIDES WITH GASTROINTESTINAL MOTOR STIMULATING ACTIVITY [J].
OMURA, S ;
TSUZUKI, K ;
SUNAZUKA, T ;
MARUI, S ;
TOYODA, H ;
INATOMI, N ;
ITOH, Z .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (11) :1941-1943