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the synthesis of 2'-deoxythymidine derivatives and the cycloaddition route to 2'-deoxy-o-glycosidic linkages (thiothymadine). [microform]
the synthesis of 2'-deoxythymidine derivatives and the cycloaddition route to 2'-deoxy-o-g...
the synthesis of 2'-deoxythymidine derivatives and the cycloaddition route to 2'-deoxy-o-glycosidic linkages (thiothymadine). [microform]

상세정보

자료유형  
 마이크로피시
청구기호  
540 G298s
    저자명  
    서명/저자  
    the synthesis of 2-deoxythymidine derivatives and the cycloaddition route to 2-deoxy-o-glycosidic linkages (thiothymadine). - [microform]
    발행사항  
    형태사항  
    244 p. : microfiches ; 11×15 cm.
    총서명  
    UMI Dissertation
    주기사항  
    Source: Dissertation Abstracts International, Volume: 58-01, Section: B, page: 0203.
    학위논문주기  
    thesis (ph.d.)-- - city university of new york, 1997.
    초록/해제  
    요약Part 1. The synthesis of 2$\sp\prime$-deoxy-2$\sp\prime$-thiothymidine derivatives was accomplished by utilizing both tolyl(bistolylthio)sulfonium salt and dimethyl(methylthio)sulfonium salt as the electrophilic reagent in the glycosyl transfer of ribal derivatives and bis-silylated thymine. The effect of the size of the C-3 blocking group, the temperature of the reaction, and the polarity of solvent on the facial selectivity of the sulfonium species was investigated.
    초록/해제  
    요약Part 2. A novel method for the construction of the 2$\sp\prime$-deoxy-O-glycosidic linkage was developed. Our approach involved an inverse electron demand Diels-Alder reaction between sugar dienophiles and a thione diene. The facial selectivity of the cycloaddition was dependent on the stereochemistry of the substituents of the glycals and on the choice of solvent. The below facial cycloadduct, upon exposure to Raney Nickel provided the 2-deoxy-O-$\alpha$-disaccharide.
    복제주기  
    Microfiche : UMI . microfiches;11×15 cm.
    일반주제명  
    키워드  
    기타저자  
    기본자료저록  
    Dissertation Abstracts International. 58-01B.

    MARC

     008970923s1997        us                                    eng
    ■001MOKWON00235035
    ■001AAV9720092
    ■00519981007111623
    ■008970923s1997        us                                    eng    
    ■035    ▼a(UnM)AAV9720092
    ■040    ▼aUnM▼cUnM▼dMOKWON
    ■090    ▼a540▼bG298s
    ■1001  ▼ageer,  aloma  b.
    ■24510▼athe  synthesis  of  2'-deoxythymidine  derivatives  and  the  cycloaddition  route  to  2'-deoxy-o-glycosidic  linkages  (thiothymadine).▼h[microform]
    ■260    ▼aU.S.▼bcity  university  of  new  york▼c1997.
    ■300    ▼a244  p.▼bmicrofiches▼c11×15  cm.
    ■350    ▼a$50.6
    ■44000▼aUMI  Dissertation
    ■500    ▼aSource:  Dissertation  Abstracts  International,  Volume:  58-01,  Section:  B,  page:  0203.
    ■502    ▼athesis  (ph.d.)--▼bcity  university  of  new  york▼d1997.
    ■520    ▼aPart  1.    The  synthesis  of  2$\sp\prime$-deoxy-2$\sp\prime$-thiothymidine  derivatives  was  accomplished  by  utilizing  both  tolyl(bistolylthio)sulfonium  salt  and  dimethyl(methylthio)sulfonium  salt  as  the  electrophilic  reagent  in  the  glycosyl  transfer  of  ribal  derivatives  and  bis-silylated  thymine.    The  effect  of  the  size  of  the  C-3  blocking  group,  the  temperature  of  the  reaction,  and  the  polarity  of  solvent  on  the  facial  selectivity  of  the  sulfonium  species  was  investigated.
    ■520    ▼aPart  2.    A  novel  method  for  the  construction  of  the  2$\sp\prime$-deoxy-O-glycosidic  linkage  was  developed.    Our  approach  involved  an  inverse  electron  demand  Diels-Alder  reaction  between  sugar  dienophiles  and  a  thione  diene.    The  facial  selectivity  of  the  cycloaddition  was  dependent  on  the  stereochemistry  of  the  substituents  of  the  glycals  and  on  the  choice  of  solvent.    The  below  facial  cycloadduct,  upon  exposure  to  Raney  Nickel  provided  the  2-deoxy-O-$\alpha$-disaccharide.
    ■533    ▼aMicrofiche▼cUMI▼emicrofiches;11×15  cm.
    ■590    ▼aSchool  code:  0046.
    ■650  4▼aChemistry,  Organic
    ■653    ▼athe▼asynthesis▼aof▼a2'-deoxythymidine▼aderivatives▼aand▼athe▼acycloaddition▼aroute▼ato▼a2'-deoxy-o-glycosidic▼alinkages▼a(thiothymadine).
    ■690    ▼a0490
    ■71020▼acity  university  of  new  york.
    ■7730  ▼tDissertation  Abstracts  International▼g58-01B.
    ■790    ▼a0046
    ■791    ▼aPH.D.
    ■792    ▼a1997

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