메뉴 건너뛰기




Volumn 54, Issue 16, 2015, Pages 4818-4822

Electrolytic Macrocyclizations: Scalable Synthesis of a Diazonamide-Based Drug Development Candidate

Author keywords

anodic oxidation; electrosynthesis; macrocycles; natural products; oxazoles

Indexed keywords

DEHYDROGENATION; DISEASES; SURFACE REACTIONS; SYNTHESIS (CHEMICAL);

EID: 84926452522     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201411663     Document Type: Article
Times cited : (118)

References (50)
  • 2
    • 84926506140 scopus 로고    scopus 로고
    • Angew. Chem. 2014, 126, 8426–8433.
    • (2014) Angew. Chem. , vol.126 , pp. 8426-8433
  • 6
    • 0001625682 scopus 로고    scopus 로고
    • Angew. Chem. 2001, 113, 4901–4906;
    • (2001) Angew. Chem. , vol.113 , pp. 4901-4906
  • 8
    • 0001680276 scopus 로고    scopus 로고
    • Angew. Chem. 2001, 113, 4906–4909.
    • (2001) Angew. Chem. , vol.113 , pp. 4906-4909
  • 9
    • 85103923462 scopus 로고    scopus 로고
    • Total Syntheses:
  • 13
    • 15444367080 scopus 로고    scopus 로고
    • Angew. Chem. 2003, 115, 5111–5116;
    • (2003) Angew. Chem. , vol.115 , pp. 5111-5116
  • 15
    • 0037901379 scopus 로고    scopus 로고
    • Angew. Chem. 2002, 114, 3645–3649.
    • (2002) Angew. Chem. , vol.114 , pp. 3645-3649
  • 16
    • 85103921810 scopus 로고    scopus 로고
    • Formal syntheses:
  • 18
    • 84255191039 scopus 로고    scopus 로고
    • Angew. Chem. 2010, 122, 2447–2450;
    • (2010) Angew. Chem. , vol.122 , pp. 2447-2450
  • 20
    • 85103922732 scopus 로고    scopus 로고
    • Recent contributions:
  • 22
    • 77955662126 scopus 로고    scopus 로고
    • references therein
    • J. Sperry, C. J. Moody, Tetrahedron 2010, 66, 6483–6495, and references therein.
    • (2010) Tetrahedron , vol.66 , pp. 6483-6495
    • Sperry, J.1    Moody, C.J.2
  • 30
    • 79957863668 scopus 로고    scopus 로고
    • Note available data does not discern whether electron transfers at the anode are ordered in the manner proposed or, in fact, whether they need to be
    • A. M. Oliveira-Brett, T. A. Enache, Electroanalysis 2011, 23, 1337–1344. Note: available data does not discern whether electron transfers at the anode are ordered in the manner proposed or, in fact, whether they need to be.
    • (2011) Electroanalysis , vol.23 , pp. 1337-1344
    • Oliveira-Brett, A.M.1    Enache, T.A.2
  • 32
    • 85103922791 scopus 로고    scopus 로고
    • See: http://www.therillia.com.
  • 40
    • 85103923466 scopus 로고    scopus 로고
    • The +30 Da by-product (30–35 %) was largely absent in BrCCl3-mediated oxidations of isolated 11, implicating residual Deoxo-Fluor or a product thereof acting in concert with a reduction product of BrCCl3 in the one-pot procedure as its source. See the Supporting Information.
  • 41
    • 85103923350 scopus 로고    scopus 로고
    • Spiroaminals 14 were not detected when 11, AIBN and 13 were refluxed in (ClCH2)2. The same was true when 12, DBU and 13 were stirred at room temperature in CH2Cl2.
  • 43
    • 85103922600 scopus 로고    scopus 로고
    • On scale, working potential was determined empirically using a two-electrode system driven by a Protek 3003B power supply. (NH4)2CO3 additions were made when current levels dropped to about 50 % of initial (ca. 12 h intervals on 60 g scale). See the Supporting Information.
  • 44
    • 84934434464 scopus 로고    scopus 로고
    • DZ-2384 was handled according to guidelines established in
    • DZ-2384 was handled according to guidelines established in: M. I. Hensgen, B. Stump, Methods Mol. Biol. 2013, 1045, 133–143.
    • (2013) Methods Mol. Biol. , vol.1045 , pp. 133-143
    • Hensgen, M.I.1    Stump, B.2
  • 48
    • 85028175142 scopus 로고    scopus 로고
    • Angew. Chem. 2006, 118, 1489–1491;
    • (2006) Angew. Chem. , vol.118 , pp. 1489-1491


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.