ENANTIOMERICALLY PURE 7-OXABICYCLO[2.2.1]HEPT-5-EN-2-YL DERIVATIVES (NAKED SUGARS) AS SYNTHETIC INTERMEDIATES .7. ACID-CATALYZED REARRANGEMENT OF 3-AZA-8-OXATRICYCLO[3.2.1.0/2,4]OCTAN-6-ONE ACETALS - HIGHLY STEREOSELECTIVE TOTAL SYNTHESIS OF 3-AMINO-3-DEOXY-D-ALTROSE AND DERIVATIVES

被引:27
作者
NATIVI, C [1 ]
REYMOND, JL [1 ]
VOGEL, P [1 ]
机构
[1] UNIV LAUSANNE,INST CHIM ORGAN,2 RUE BARRE,CH-1005 LAUSANNE,SWITZERLAND
关键词
D O I
10.1002/hlca.19890720504
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:882 / 891
页数:10
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[41]   M-CHLOROPERBENZOIC ACID OXIDATION OF 2-TRIMETHYLSILYLOXY-1,3-DIENES - SYNTHESIS OF ALPHA-HYDROXY AND ALPHA-ACETOXY ENONES [J].
RUBOTTOM, GM ;
GRUBER, JM .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (08) :1599-1602
[42]  
RUBOTTOM GM, 1974, TETRAHEDRON LETT, P4319
[43]   A DIELS-ALDER ROUTE TO PYRIDONE AND PIPERIDONE DERIVATIVES [J].
SAINTE, F ;
SERCKXPONCIN, B ;
HESBAINFRISQUE, AM ;
GHOSEZ, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (05) :1428-1430
[44]   EPOXYETHERS .5. THE REACTION OF PERBENZOIC ACID WITH VINYL ETHERS [J].
STEVENS, CL ;
TAZUMA, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (03) :715-717
[45]   EPOXYETHERS .4. MECHANISM OF THE OPENING OF AN EPOXYETHER WITH AN ORGANIC ACID [J].
STEVENS, CL ;
DYKSTRA, SJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (23) :5975-5978
[46]  
VOGEL P, 1989, ACS SYM SER, V386, P197
[47]   ENANTIOMERICALLY PURE 7-OXABICYCLO[2.2.1]HEPT-5-EN-2-YL DERIVATIVES AS SYNTHETIC INTERMEDIATES .3. TOTAL SYNTHESIS OF D-RIBOSE AND L-RIBOSE DERIVATIVES [J].
WAGNER, J ;
VIEIRA, E ;
VOGEL, P .
HELVETICA CHIMICA ACTA, 1988, 71 (03) :624-630
[48]   NAKED SUGARS AS SYNTHETIC INTERMEDIATES - TOTAL SYNTHESIS OF L-DAUNOSAMINE [J].
WARM, A ;
VOGEL, P .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (26) :5348-5353
[49]   SOME OBSERVATIONS ON THE RING SCISSION OF 4-6-BENZYLIDENE 2-3-ANHYDRO ALPHA-METHYLMANNOSIDE WITH AMMONIA [J].
WIGGINS, LF .
JOURNAL OF THE CHEMICAL SOCIETY, 1947, (JAN) :18-21
[50]   IMIDAZOLE NUCLEOSIDE ANALOGS POSSESSING A NON-GLYCOSIDIC LINK BETWEEN SUGAR AND BASE [J].
WILSON, DV ;
BEDDOWS, CG .
EXPERIENTIA, 1974, 30 (03) :226-228