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A F acile synthesis of cis-4-amino-2-cyclopentene-1-methanol, a key intermediate for the synthesis of carbocyclic nucleosides
- Authors
- An, Gwang-Il; Rhee, Hak june
- Issue Date
- Jan-2002
- Publisher
- Marcel Dekker Inc.
- Citation
- Nucleosides, Nucleotides and Nucleic Acids, v.21, no.1, pp.65 - 72
- Indexed
- SCIE
SCOPUS
- Journal Title
- Nucleosides, Nucleotides and Nucleic Acids
- Volume
- 21
- Number
- 1
- Start Page
- 65
- End Page
- 72
- ISSN
- 1525-7770
- Abstract
- A number of carbocyclic nucleosides can be synthesized from ( +cis-4-amino-2-cyclopentene-1 -methanol (3). Carbocyclic amino alcohol 3 is a key intermediate that makes possible the efficient synthesis of the carbocyclic nucleosides. In this study we wish to report an efficient synthesis of carbocyclic amino alcohol 3 from inexpensive and readily available starting material. The synthetic route employed cyclopentadiene (4) as a starting material and proceeded in 38% overall yield through 6 steps involving a hetero Diels-Alder reaction and an aza-Claisen rearrangement.
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Related Researcher
- Rhee, Hak june
- COLLEGE OF SCIENCE AND CONVERGENCE TECHNOLOGY (DEPARTMENT OF CHEMICAL AND MOLECULAR ENGINEERING)