ANIONIC ACTIVATION OF STABILIZED YLIDES - A HIGHLY Z-STEREOSELECTIVE WITTIG REACTION OF (3-ETHOXYCARBONYL-2-OXOPROPYLIDENE)TRIPHENYL-PHOSPHORANE WITH ALIPHATIC-ALDEHYDES

被引:32
作者
PIETRUSIEWICZ, KM [1 ]
MONKIEWICZ, J [1 ]
机构
[1] UNIV WISCONSIN,DEPT CHEM,MADISON,WI 53706
关键词
D O I
10.1016/S0040-4039(00)84088-5
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:739 / 742
页数:4
相关论文
共 23 条
[1]   A NEW AND USEFUL SULFUR YLIDE - THETIN ANIONS [J].
ADAMS, J ;
HOFFMAN, L ;
TROST, BM .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (05) :1600-&
[2]   STEREOCHEMISTRY OF WITTIG REACTION WITH NON-STABILIZED AND SEMISTABILIZED YLIDS [J].
BERGELSON, LD ;
BARSUKOV, LI ;
SHEMYAKIN, MM .
TETRAHEDRON, 1967, 23 (06) :2709-+
[3]   SYNTHESIS OF POLYENES VIA PHOSPHONIUM YLIDS [J].
BESTMANN, HJ .
PURE AND APPLIED CHEMISTRY, 1979, 51 (03) :515-533
[4]   OLD AND NEW YLID CHEMISTRY [J].
BESTMANN, HJ .
PURE AND APPLIED CHEMISTRY, 1980, 52 (04) :771-788
[5]   A NEW EFFICIENT SYNTHESIS OF SUBSTITUTED NAZAROV REAGENTS - A WITTIG-HORNER-EMMONS APPROACH [J].
BODALSKI, R ;
PIETRUSIEWICZ, KM ;
MONKIEWICZ, J ;
KOSZUK, J .
TETRAHEDRON LETTERS, 1980, 21 (23) :2287-2290
[6]   ELECTROPHILE-MEDIATED CYCLIZATIONS IN CARBOHYDRATE-CHEMISTRY - SYNTHESIS OF HIGHLY FUNCTIONALIZED RIBOFURANOSE AND RIBOPYRANOSE COMPOUNDS [J].
FREEMAN, F ;
ROBARGE, KD .
TETRAHEDRON LETTERS, 1985, 26 (16) :1943-1946
[7]  
Gosney I., 1979, ORGANOPHOSPHORUS REA, P17
[8]   DETAILED RATE STUDIES ON THE WITTIG REACTION OF NONSTABILIZED PHOSPHORUS YLIDES VIA P-31, H-1, AND C-13 NMR-SPECTROSCOPY - INSIGHT INTO KINETIC VS THERMODYNAMIC CONTROL OF STEREOCHEMISTRY [J].
MARYANOFF, BE ;
REITZ, AB ;
MUTTER, MS ;
INNERS, RR ;
ALMOND, HR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (04) :1068-1070
[9]   STEREOCHEMISTRY OF THE WITTIG REACTION - EFFECT OF NUCLEOPHILIC GROUPS IN THE PHOSPHONIUM YLIDE [J].
MARYANOFF, BE ;
REITZ, AB ;
DUHLEMSWILER, BA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (01) :217-226
[10]   UNUSUAL SOLVENT EFFECTS IN THE WITTIG REACTION OF SOME KETONES INDICATING INITIAL ONE-ELECTRON TRANSFER [J].
OLAH, GA ;
KRISHNAMURTHY, VV .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (14) :3987-3990