SYNTHESIS OF ENANTIOMERICALLY PURE 2,3-DIDEOXY-HEPT-2-ENONO-1,4-LACTONE DERIVATIVES VIA DIASTEREOSELECTIVE ADDITION OF 2-(TRIMETHYLSILOXY)FURAN TO D-GLYCERALDEHYDE AND D-SERINAL-BASED 3-CARBON SYNTHONS

被引:29
作者
CASIRAGHI, G [1 ]
COLOMBO, L [1 ]
RASSU, G [1 ]
SPANU, P [1 ]
机构
[1] CNR,IST APPLICAZ TECN CHIM AVANZATE PROBLEMI AGROBIOL,I-07100 SASSARI,ITALY
关键词
D O I
10.1016/S0040-4039(01)93777-3
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:5325 / 5328
页数:4
相关论文
共 28 条
[1]  
AHN NT, 1980, TOP CURR CHEM, V88, P145
[2]   SYNTHESIS OF BOTH ENANTIOMERS OF GAMMA-SUBSTITUTED ALPHA, BETA-UNSATURATED GAMMA-LACTONES [J].
BLOCH, R ;
GILBERT, L .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (20) :4603-4605
[3]   SYNTHETIC STUDIES ON SPIRODILACTONES .2. INVESTIGATION OF USE OF L-ASCORBIC-ACID AND ITS DERIVATIVES IN SYNTHESIS OF SPIRODILACTONES [J].
BRIMACOMBE, JS ;
MURRAY, AW ;
ZAHURULHAQUE .
CARBOHYDRATE RESEARCH, 1975, 45 (DEC) :45-53
[4]   SYNTHESIS OF THE CIS-3A,8B-DIHYDROFURO[3,2-B]BENZOFURAN-2(3H)-ONE RING-SYSTEM VIA A FUROFURAN ANNULATION TO ACTIVATED BENZOQUINONES [J].
BRIMBLE, MA ;
BRIMBLE, MT ;
GIBSON, JJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (01) :179-184
[5]   REGIOSTEREOSELECTIVITY AND DIASTEREOSELECTIVITY IN ALDOL REACTIONS OF CYCLOPENT-2-ENONE, 2-(5H)FURANONE AND THEIR DERIVED TRIMETHYLSILYLOXYDIENES [J].
BROWN, DW ;
CAMPBELL, MM ;
TAYLOR, AP ;
ZHANG, X .
TETRAHEDRON LETTERS, 1987, 28 (09) :985-988
[6]   A NEW METHOD FOR THE PREPARATION OF 3,5-DISUBSTITUTED BUTENOLIDES [J].
BUCHWALD, SL ;
FANG, Q ;
KING, SM .
TETRAHEDRON LETTERS, 1988, 29 (28) :3445-3448
[7]   RESOLUTION OF (+/-)-3-METHYLMUCONOLACTONE AND THE ABSOLUTE-CONFIGURATIONS OF THE NATURALLY-OCCURRING 3-METHYLMUCONOLACTONE AND 4-METHYLMUCONOLACTONE - X-RAY CRYSTAL-STRUCTURES OF (S)-1-PHENYLETHYLAMMONIUM SALTS AND A BROMODILACTONE [J].
CAIN, RB ;
FREER, AA ;
KIRBY, GW ;
RAO, GV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (01) :202-203
[8]   PROTECTION OF HYDROXYL GROUPS AS TERT-BUTYLDIMETHYLSILYL DERIVATIVES [J].
COREY, EJ ;
VENKATESWARLU, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :6190-+
[9]   EFFICIENT SYNTHESIS OF (S)-5-HYDROXYMETHYL-5(H)-FURAN-2-ONE FROM D-MANNITOL [J].
DANILOVA, GA ;
MELNIKOVA, VI ;
PIVNITSKY, KK .
TETRAHEDRON LETTERS, 1986, 27 (22) :2489-2490
[10]  
DANILOVA GA, 1987, TETRAHEDRON LETT, V28, P3813