- Three-Step Catalytic Asymmetric Total Syntheses of 13-Methyltetrahydroprotoberberine Alkaloids
-
(S,R)-N-PINAP was identified to be the chiral ligand for highly enantioselective CuI-catalyzed reaction of tetrahydroisoquinolines (THIQs), alkynes, and 2-bromobenzaldehyde derivatives. This enables us to accomplish the first asymmetric total synthesis of 12 natural 13-methyltetrahydroprotoberberine (13-MeTHPB) alkaloids in only three catalytic steps with 47-64% overall yields. In addition, the Pd-catalyzed reductive Heck cyclization was successfully extended to three Pd-catalyzed domino reactions (Heck/Suzuki, Heck/Sonogashira, and Heck/Heck), which greatly expands the synthetic utility of this catalytic strategy and allows expeditious access to 13-substituted tetrahydroprotoberberines for further bioactivity evaluation.
- Zhou, Shiqiang,Tong, Rongbiao
-
p. 1594 - 1597
(2017/04/13)
-
- CORYDALINE DERIVATIVES USEFUL FOR REDUCING LIPID LEVELS
-
The present technology relates to compounds of Formulas (V) and (VI) and methods of making and using such compounds. Methods of use include prevention and treatment of hyperlipidemia, hypercholesterolemia, hypertriglyceridemia, hepatic steatosis, and metabolic syndrome. Compounds disclosed herein also lower total cholesterol, LDL- cholesterol, and triglycerides and increase hepatic LDL receptor expression, inhibit PCSK9 expression, and activate AMP-activated potein kinase.
- -
-
Page/Page column 62
(2010/07/09)
-
- STEREOCHEMICAL CHARACTERISTICS OF SET-PROMOTED PHOTOCHEMICAL REACTIONS OF DIHYDROISOQUINOLINIUM SALTS
-
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.
- Cho, In-Seop,Chang, Shirley S. S.,Ho, Chihmei,Lee, Chao-Pin,Ammon, Herman L.,Mariano, Patrick S.
-
p. 2161 - 2192
(2007/10/02)
-
