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Volumn 44, Issue 15, 2003, Pages 3093-3096

Trienylboronic acid, a versatile coupling tool for retinoid synthesis; Stereospecific synthesis of 13-aryl substituted (11Z)-retinal

Author keywords

11Z retinal; Conjugated pentaene; Iododiene; Suzuki coupling; Trienylboronic acid

Indexed keywords

5 IODO 2,4 PENTADIENOL; BORONIC ACID DERIVATIVE; IODINE DERIVATIVE; IODOTRIENE; ISOTRETINOIN; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; RETINOIC ACID; RETINOID; RETINOL; RETINOL DERIVATIVE; TRIENYLBORONIC ACID; UNCLASSIFIED DRUG;

EID: 0037424741     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00550-1     Document Type: Article
Times cited : (25)

References (30)
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    • 2 and trimethylaluminum in the similar yield.
    • 2 and trimethylaluminum in the similar yield.
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    • note
    • f value of the boronic acid was 0.2 on silica gel TLC developed by 20% EtOAc in hexane). This boronic acid was used as THF solution in the next cross coupling reaction.
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    • Compound 1a was usually used 2-3 equiv. for iodoalkene.
    • Compound 1a was usually used 2-3 equiv. for iodoalkene.
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    • Lera et al. reported Suzuki coupling of 9-demethyltrienylbronoic acid using TlOH conditions in Ref. 6a.
    • Lera et al. reported Suzuki coupling of 9-demethyltrienylbronoic acid using TlOH conditions in Ref. 6a.
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    • note
    • 6) δ 9.73 (1H, d, J=8.1 Hz), 7.43 (2H, d, J=8.1 Hz), 7.06 (2H, d, J=8.1 Hz), 6.52 (1H, t, J=12.1 Hz), 6.35 (1H, d, J=8.1 Hz), 6.27 (1H, d, J=15.8 Hz), 5.94 (1H, d, J=12.1 Hz), 5.86 (1H, d, J=15.8 Hz), 5.81 (1H, d, J=12.1 Hz), 5.35 (1H, s), 3.19 (6H, s), 1.93 (2H, t, J=6.2 Hz), 1.71 (3H, s), 1.67 (3H, s), 1.63-1.50 (2H, m), 1.47-1.41 (2H, m), 1.04 (6H, s).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.