6018-35-5Relevant academic research and scientific papers
Convenient synthesis of 2,3,9,10-tetraoxygenated protoberberine alkaloids and their 13-methyl alkaloids
Hanaoka, Miyoji,Hirasawa, Taeko,Cho, Won Jea,Yasuda, Shingo
, p. 399 - 404 (2007/10/03)
New and convenient synthesis of 2,3,9,10-tetraoxygenated protoberberine alkaloids and their 13-methyl alkaloids through the same intermediates was developed. Acylation of the brominated benzylphenethylamine (13) with α- chloro-α-(methylthio)acetyl chloride, followed by cyclization with stannic chloride, furnished the key intermediates 4-methylthio-3- phenethylisoquinolin-3-ones (14), which were methylated to provide their methyl derivatives (17). Both isoquinolin-3-ones (14, 17) were easily transformed into protoberberine alkaloids (16) and their 13-methyl alkaloids (21) in good yield.
STEREOCHEMICAL CHARACTERISTICS OF SET-PROMOTED PHOTOCHEMICAL REACTIONS OF DIHYDROISOQUINOLINIUM SALTS
Cho, In-Seop,Chang, Shirley S. S.,Ho, Chihmei,Lee, Chao-Pin,Ammon, Herman L.,Mariano, Patrick S.
, p. 2161 - 2192 (2007/10/02)
Single electron transfer (SET) promoted photocyclisation reactions of a series of silylbenzyl- and silylalkenyl-dihydroisoquinolinium perchlorates have been explored in order to evaluate the extent and source of stereochemical control in these N-heterocycle forming, diradical cyclization processes.
