ALLERGENIC ALPHA-METHYLENE-GAMMA-LACTONES - GENERAL-METHOD FOR THE PREPARATION OF BETA-ACETOXY AND BETA-HYDROXY-ALPHA-METHYLENE-GAMMA-BUTYROLACTONES FROM SULFOXIDES - APPLICATION TO THE SYNTHESIS OF A TULIPOSIDE-B DERIVATIVE

被引:40
作者
CORBET, JP [1 ]
BENEZRA, C [1 ]
机构
[1] UNIV LOUIS PASTEUR,CTR HOSP UNIV STRASBOURG,DERMATOL CLIN,CNRS,DERMATOCHIM LAB 31,F-67091 STRASBOURG,FRANCE
关键词
D O I
10.1021/jo00319a020
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:1141 / 1147
页数:7
相关论文
共 33 条
[1]   THERMAL RACEMIZATION OF ALLYLIC SULFOXIDES AND INTERCONVERSION OF ALLYLIC SULFOXIDES AND SULFENATES - MECHANISM AND STEREOCHEMISTRY [J].
BICKART, P ;
CARSON, FW ;
JACOBUS, J ;
MILLER, EG ;
MISLOW, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (18) :4869-&
[2]   OLEFIN SYNTHESIS WITH ORGANIC PHOSPHONATE CARBANIONS [J].
BOUTAGY, J ;
THOMAS, R .
CHEMICAL REVIEWS, 1974, 74 (01) :87-99
[3]   ALPHA-METHYLENE BUTYROLACTONE FROM ERYTHRONIUM-AMERICANUM [J].
CAVALLITO, CJ ;
HASKELL, TH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (11) :2332-2334
[4]  
CORBET JP, 1979, TETRAHEDRON LETT, P4003
[5]  
CORBET JP, 1980, TETRAHEDRON LETT, P2061
[6]   UMLAGERUNGEN BEI OXYDATIONEN MIT BLEITETRAACETAT [J].
CRIEGEE, R ;
DIMROTH, P ;
NOLL, K ;
SIMON, R ;
WEIS, C .
CHEMISCHE BERICHTE-RECUEIL, 1957, 90 (06) :1070-1081
[7]   ALLERGIC CONTACT-DERMATITIS TO ALPHA-METHYLENE-GAMMA-BUTYROLACTONES - PREPARATION OF ALANTOLACTONE-PROTEIN CONJUGATES AND INDUCTION OF CONTACT SENSITIVITY IN THE GUINEA-PIG BY AN ALANTOLACTONE SKIN PROTEIN CONJUGATE [J].
DUPUIS, G ;
BENEZRA, C ;
SCHLEWER, G ;
STAMPF, JL .
MOLECULAR IMMUNOLOGY, 1980, 17 (08) :1045-1051
[8]   ALLYLIC SULFOXIDES - USEFUL INTERMEDIATES IN ORGANIC SYNTHESIS [J].
EVANS, DA ;
ANDREWS, GC .
ACCOUNTS OF CHEMICAL RESEARCH, 1974, 7 (05) :147-155
[9]  
HALL LD, 1964, TETRAHEDRON LETT, P1457
[10]   SYNTHETIC METHODS .8. HYDROXYLATION OF CARBONYL-COMPOUNDS VIA SILYL ENOL ETHERS [J].
HASSNER, A ;
REUSS, RH ;
PINNICK, HW .
JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (23) :3427-3429