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Volumn 71, Issue 17, 2006, Pages 6579-6587

Bottom-up synthesis of optically active oligonaphthalenes: Three different pathways for controlling axial chirality

Author keywords

[No Author keywords available]

Indexed keywords

EPIMERIZATION; OLIGONAPHTHALENES; OPTICALLY ACTIVE; X-RAY CRYSTALLOGRAPHIC ANALYSIS;

EID: 33747392107     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo060974v     Document Type: Article
Times cited : (36)

References (59)
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    • (b) Albrecht, M. Chem. Rev. 2001, 101, 3457-3498.
    • (2001) Chem. Rev. , vol.101 , pp. 3457-3498
    • Albrecht, M.1
  • 18
    • 0000718373 scopus 로고    scopus 로고
    • (a) Pu, L. Chem. Rev. 1998, 98, 2405-2494.
    • (1998) Chem. Rev. , vol.98 , pp. 2405-2494
    • Pu, L.1
  • 38
    • 33747448039 scopus 로고    scopus 로고
    • note
    • The optically active binaphthalenes 1a-d were synthesized from the corresponding dibenzyl derivatives (Supporting Information).
  • 44
    • 33747405108 scopus 로고    scopus 로고
    • note
    • 2 and (S)-l-phenyl-ethylamine.
  • 52
    • 33747414027 scopus 로고    scopus 로고
    • note
    • In Figure 4, we proposed homo-dimerization of the radical 5. However, the actual reaction mechanisms will consist of the homodimerization of the radical 5, hetero-dimerization of radical 5, and starting material. In Figure 1c, the initial diastereoselectivity of the coupling reaction of (R)-2b was about 72% de, and the de temporarily increased to 82% after 5 h, and then plateaued at 70% de. These phenomena should be reflected in the balance between the homo- and hetero-dimerization.
  • 54
    • 33747384967 scopus 로고    scopus 로고
    • note
    • 21 and the examined reaction conditions, there is disagreement on chiralities between the major product in Table 1. entries 7-9. and the substrate in Table 2, entry 3.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.