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Volumn , Issue 14, 2007, Pages 2286-2288

Efficient syntheses of the polyene fragments present in amphidinols

Author keywords

Amphidinols; Cross metathesis; Julia Kocienski olefination; Polyenes

Indexed keywords

AMPHIDINOL 3; AMPHIDINOL 4; POLYENE; POLYKETIDE; SORBIC ACID; UNCLASSIFIED DRUG;

EID: 34548771142     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-984910     Document Type: Article
Times cited : (21)

References (19)
  • 18
    • 34548765488 scopus 로고    scopus 로고
    • tert-Butyl-dimethyl, 4E,6E, 8E,12E)-pentadeca-4,6,8,12,14-pentaenyl]oxy, silane (8) A 9:1 mixture of inseparable E- and Z-isomers; Rf, 0.63 (PE-Et2O, 9:1, IR (neat, 3012, 2927, 2855, 1651, 1603, 1253, 1100 cm-1. 1H NMR (400 MHz, C 6D6, δ, 6.29 (dtd, J, 17.0, 10.2, 0.7 Hz, 1 H, 6.18-5.97 (m, 5 H, 5.62 (m, 1 H, 5.54 (dt, J, 14.5, 6.7 Hz, 2 H, 5.06 (d, J, 17.0 Hz, 1 H, 4.93 (d, J, 10.1 Hz, 1 H, 3.51 (t, J, 6.2 Hz, 2 H, 2.14 (td, J, 7.4, 7.1 Hz, 2 H, 2.05-1.99 (m, 4 H, 1.56 (tt, J, 7.6, 6.3 Hz, 2 H, 1.00-0.96 (m, 9 H, 0.06-0.03 (m, 6 H, 13C NMR (100 MHz, C6D6, δ, 137.6 (d, 134.4 (d, 134.0 (d, 133.2 (d, 132.0 (d, 131.7 (d, 131.6 (d, 131.5 (d, 131.4 (d, 115.2 (t, 62.5 (t, 32.5 (t, 32.8 t, 32.7
    • +: 355.2428; found: 355.2429.
  • 19
    • 34548786143 scopus 로고    scopus 로고
    • tert-Butyl-dimethyl, 4E,6E, 8E)-tetradeca-4,6,8,12-tetraenyl]oxy}-silane (10) Rf, 0.53 (PE-Et2O, 98:2, IR (neat, 3013, 2928, 2856, 1641, 1101, 993 cm-1. 1H NMR (400 MHz, CDCl 3, δ, 6.12-6.01 (m, 4 H, 5.81 (ddt, J, 17.1, 10.3, 6.4 Hz, 1 H, 5.72-5.61 (m, 2 H, 5.02 (ddd,J, 17.1, 3.4, 1.5 Hz, 1 H, 4.97 (m, 1 H, 3.61 (t, J, 6.4 Hz, 2 H, 2.21-2.11 (m, 6 H, 1.64-1.54 (m, 2 H, 0.91-0.87 (m, 9 H, 0.06-0.02 (m, 6 H, 13C NMR (100 MHz, CDCl3, δ, 138.2 (d, 134.0(d, 133.4 (d, 1314 (d, 131.1 (d, 130.9 (d, 130.8 (d, 114.8 (t, 62.5 (t, 33.5 (t, 32.4 (t, 32.2 (t, 29.1 (t, 26.0 (q, 18.4 (s, 5.3 (q, MS (EI, m/z, 306 (6, M, 249 (74, 175 (10, 133 (87, 131 (46, 91 (100, 81 (11, 75 (96, 55 14, ESI-HRMS: m/z calcd for C19H34OSi, Na
    • +: 329.2271; found: 329.2271.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.