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Volumn 62, Issue 20, 1997, Pages 6833-6841

A new entry to 2-substituted purine nucleosides based on lithiation-mediated stannyl transfer of 6-chloropurine nucleosides

Author keywords

[No Author keywords available]

Indexed keywords

LITHIATION; OPTIMIZED REACTION CONDITIONS; QUANTITATIVE YIELDS; REACTION MECHANISM;

EID: 0000659462     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo970398q     Document Type: Article
Times cited : (53)

References (33)
  • 2
    • 0012650050 scopus 로고
    • The halogen-lithium exchange of trimethylsilylated 8-bromopurine nucleosides has also been reported
    • The halogen-lithium exchange of trimethylsilylated 8-bromopurine nucleosides has also been reported: Công-Uanh, N.; Beaucourt, J.-P.; Pichat, L. Tetrahedron Lett. 1979, 2385.
    • (1979) Tetrahedron Lett , pp. 2385
    • Công-Uanh, N.1    Beaucourt, J.-P.2    Pichat, L.3
  • 4
    • 0000050349 scopus 로고
    • There can be seen an inconsistency between our result and the following report, in which 6-chloro-9-(tetrahydropyran-2-y1)purine underwent 8-lithiation with butyllithium and, upon treatment with carbon electrophiles, gave the 8-carbon-substituted derivatives in good yields: Leonard, N. J.: Bryant, J. D. J. Org. Chem. 1979, 44, 4612.
    • (1979) J. Org. Chem , vol.44 , pp. 4612
    • Leonard, N.J.1    Bryant, J.D.2
  • 22
    • 0028875454 scopus 로고
    • Rearrangement of a stannyl group has been reported recently in the lithiation of a stannylated heterocycle: Kelly, T. R.: Lang, F. Tetrahedron Lett. 1995, 36, 9293.
    • (1995) Tetrahedron Lett , vol.36 , pp. 9293
    • Kelly, T.R.1    Lang, F.2
  • 23
    • 0026699017 scopus 로고
    • For a review concerning the Stille reaction, see: Mitchell, T. N. Synthesis 1992, 803.
    • (1992) Synthesis , pp. 803
    • Mitchell, T.N.1
  • 24
    • 0013615511 scopus 로고
    • It has been reported that the extent of lithiation at the 6-position of uridine (or acyclouridine) derivatives is affected by the structure of the sugar (or acyclic) moiety: (a) Hayakawa, H.: Tanaka, H.: Maruyama, Y.: Miyasaka, T. Chem. Lett. 1985, 1401.
    • (1985) Chem. Lett , pp. 1401
    • Hayakawa, H.1    Tanaka, H.2    Maruyama, Y.3    Miyasaka, T.4
  • 31
    • 0024209272 scopus 로고
    • For a review article concerning nucleoside antibiotics, see: Isono, K. J. Antibiot 1988, 41, 1711.
    • (1988) J. Antibiot , vol.41 , pp. 1711
    • Isono, K.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.