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Volumn 25, Issue 44, 1984, Pages 5079-5082

A stereocontrolled synthesis of (-)-bestatin from an acyclic allylamine by iodocyclocarbamation

Author keywords

[No Author keywords available]

Indexed keywords

BESTATIN;

EID: 0021181831     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(01)91124-4     Document Type: Article
Times cited : (92)

References (23)
  • 3
    • 0038658693 scopus 로고
    • Iodo- and Phenylselenocarbamete Cyclizations: New Versatile Methods for Functionalization of Olefinic Bonds
    • (1982) HETEROCYCLES , vol.19 , pp. 1243
    • Takano1    Hatakeyama2
  • 20
    • 0001058278 scopus 로고
    • 6, which afforded thermodynamically more stable 3,4-trans-δ-lactone, Chamberlin reported that the iodolactonization of some acyclic hydroxy olefinic acids proceeds under kinetic condition with high degree of asymmetric induction, giving thermodynamically less stable 3,4-cis-iodolactones.
    • (1981) Tetrahedron Lett. , vol.22 , pp. 4611
    • Chamberlin1    Dezube2    Dussault3
  • 21
    • 84918406750 scopus 로고    scopus 로고
    • 1b, was also effective for this transformation.
  • 22
    • 84918406749 scopus 로고    scopus 로고
    • N-Benzyl group was found to resist to catalytic hydrogenolysis at the final step of bestatin synthesis. So the debenzylation of 10 was carried out considering the convenience in separation and purification of the intermediates.
  • 23
    • 84918406748 scopus 로고    scopus 로고
    • 1H NMR and MS) and elemental analysis.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.