TY - JOUR
T1 - One step and convenient preparations of 4-hydroxyretinal and 4- oxoretinal
AU - Hashimoto, Masaru
AU - Fujimoto, Yukari
N1 - Funding Information:
4-0x0-all-trans-retinal (4) by Mn02 A solution of 2 ( 17.0 mg, 56.7 pmol) in CH2C12 (2.0 mL) was stirred with MnOz (50 mg, excess) at room temperature under red dim light. After 2 h, the mixture was filtered through Celite pad, and the filtrate was concentrated under reduced pressure. The crude residue was purified with silica gel column chromatography. Elution with Ac0Et:hexane (16:84) gave 4 (13.0 mg, 43.6 pmol, 76%) which contains 7% of the corresponding 13-cis-isomer. 'H-NMR spectrum was identical to the authentic sample as mentioned above. Acknowledgement We appreciate discussion with Professor Koji Nakanishi (Columbia University) and support by grant NIH GM34509.
PY - 1999
Y1 - 1999
N2 - Treatment of all-trans-retinal with one and two equivalents of NBS in a mixture of CH3CN-CH2Cl2-H2O provide 4-hydroxyretinal and 4-oxoretinal, respectively, in good yields.
AB - Treatment of all-trans-retinal with one and two equivalents of NBS in a mixture of CH3CN-CH2Cl2-H2O provide 4-hydroxyretinal and 4-oxoretinal, respectively, in good yields.
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U2 - 10.1080/00397919908086018
DO - 10.1080/00397919908086018
M3 - Article
AN - SCOPUS:0032884772
VL - 29
SP - 3793
EP - 3797
JO - Synthetic Communications
JF - Synthetic Communications
SN - 0039-7911
IS - 21
ER -