메뉴 건너뛰기




Volumn 75, Issue 12, 2010, Pages 4315-4318

Synthesis of 3,3′-Diaryl-substituted 2,2′-Diamino-1,1′- binaphthyl and its derivatives

Author keywords

[No Author keywords available]

Indexed keywords

ARYL GROUP; ASYMMETRIC REACTION; BINAPHTHYL; BINAPHTHYL COMPOUNDS; ORGANOCATALYSTS;

EID: 77953532679     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo100638j     Document Type: Article
Times cited : (11)

References (50)
  • 24
    • 38349189109 scopus 로고    scopus 로고
    • Akiyama, T. Chem. Rev. 2007, 107, 5744-5758
    • (2007) Chem. Rev. , vol.107 , pp. 5744-5758
    • Akiyama, T.1
  • 32
    • 77953500427 scopus 로고    scopus 로고
    • In this paper, 3-R-3′-R′-substituted 2,2′-diamino-1, 1′-binaphthyl is abbreviated as follows. R - R′ - H: R,R′-BINAN. R = R′ - H: diR-BINAN. R or R′ = H: monoR-BINAN. diBoc-monoR-BINAN means N, N ′-diBoc-protected monoR-BINAN
    • In this paper, 3-R-3′-R′-substituted 2,2′-diamino-1, 1′-binaphthyl is abbreviated as follows. R - R′ - H: R,R′-BINAN. R = R′ - H: diR-BINAN. R or R′ = H: monoR-BINAN. diBoc-monoR-BINAN means N, N ′-diBoc-protected monoR-BINAN.
  • 33
    • 33745967929 scopus 로고    scopus 로고
    • For the utility of N, N ′-dipyridylmethyl-diPh-BINAN in the Ru-catalyzed asymmetric hydrogenation, see
    • For the utility of N, N ′-dipyridylmethyl-diPh-BINAN in the Ru-catalyzed asymmetric hydrogenation, see: Huang, H.; Okuno, T.; Tsuda, K.; Yoshimura, M.; Kitamura, M. J. Am. Chem. Soc. 2006, 128, 8716-8717
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 8716-8717
    • Huang, H.1    Okuno, T.2    Tsuda, K.3    Yoshimura, M.4    Kitamura, M.5
  • 34
    • 0042750541 scopus 로고    scopus 로고
    • For examples of coupling of 2-amino-3-methylnaphthalene, 3,3′-dibromination of 5,5′,6,6′,7,7′,8,8′- octahydrobinaphthyl-2,2′-diamine, 3,3′-dibromination of biaryl-2,2′-diamine, and palladium-catalyzed directed arylation of 2,2′-diacetamidobiaryl, see
    • For examples of coupling of 2-amino-3-methylnaphthalene, 3,3′-dibromination of 5,5′,6,6′,7,7′,8,8′- octahydrobinaphthyl-2,2′-diamine, 3,3′-dibromination of biaryl-2,2′-diamine, and palladium-catalyzed directed arylation of 2,2′-diacetamidobiaryl, see: Mikami, K.; Korenaga, T.; Yusa, Y.; Yamanaka, M. Adv. Synth. Catal. 2003, 345, 246-254
    • (2003) Adv. Synth. Catal. , vol.345 , pp. 246-254
    • Mikami, K.1    Korenaga, T.2    Yusa, Y.3    Yamanaka, M.4
  • 41
    • 77953503210 scopus 로고    scopus 로고
    • For details, see the Supporting Information
    • For details, see the Supporting Information.
  • 45
    • 0012397313 scopus 로고
    • Review for ortho-lithiation
    • Review for ortho-lithiation: Snieckus, V. Chem. Rev. 1990, 90, 879-933
    • (1990) Chem. Rev. , vol.90 , pp. 879-933
    • Snieckus, V.1
  • 46
    • 77953522535 scopus 로고    scopus 로고
    • 13C NMR signal patterns of the 3,3′ and 4,4′ positions of 1 is required
    • 13C NMR signal patterns of the 3,3′ and 4,4′ positions of 1 is required.
  • 47
    • 77953506967 scopus 로고    scopus 로고
    • 2 is essential for obtaining high yield
    • 2 is essential for obtaining high yield.
  • 48
    • 77953491114 scopus 로고    scopus 로고
    • 2, 27 °C, 5 h)
    • 2, 27 °C, 5 h).
  • 49
    • 77953494988 scopus 로고    scopus 로고
    • A slightly greater excess of t -BuLi than that for the first stage of ortho -lithiation (1.5 vs 1.2 mol amount) was used
    • A slightly greater excess of t -BuLi than that for the first stage of ortho -lithiation (1.5 vs 1.2 mol amount) was used.
  • 50
    • 77953509052 scopus 로고    scopus 로고
    • w = 0.062
    • w = 0.062.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.