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Stereoselective Synthesis of Carbocyclic α-L-Homonucleosides

✍ Scribed by Agrofoglio, L. A.; Girard, F.; Demaison, C.; Lee, M-G.; Roingeard, P.; Fridland, A.


Book ID
126515436
Publisher
Taylor and Francis Group
Year
1999
Tongue
English
Weight
129 KB
Volume
18
Category
Article
ISSN
0732-8311

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Synthesis of hitherto unknown carbocyclic a-L-isomeric homonucleosides (Sa-b, 9a.b) is described. The key intermediate 6 was synthesized from the known compound 1 as a chiral starting material. Construction of the heteroo,clic moiety around the amino group of 6 afforded carbocyclic Or-Lisomeric 2 ',

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## Synthesis of Enantiomerically Pure Carbocyclic α-L-Isomeric Homonucleosides. -The synthesis of hitherto unknown carbocyclic 2',3'-dideoxyhomonucleosides (X)-(XIII) starting from the known chiral lactone (I) is accomplished. The transformation of the (R)-hydroxy group in derivative (IV) to the

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## Abstract A stereoselective five‐step total synthesis of the hitherto unknown carbocyclic __alpha__‐L‐dideoxyhomonu‐cleosides starting from readily available (1R,5__S__)‐2‐oxabicyclo[3.3.0]oct‐6‐en‐3‐one is described.