62059-59-0Relevant articles and documents
Studies on asymmetric total synthesis of (?)-β-hydrastineviaa chiral epoxide ring-opening cascade cyclization strategy
Cheng, Maosheng,Li, Jihui,Liu, Yongxiang,Meng, Jiaxin,Qin, Qiaohua,Song, Xinjing,Wu, Tianxiao,Zhao, Dongmei,Zheng, Yang
, p. 18953 - 18958 (2020/06/08)
Herein, facile and enantioselective approaches to synthesize the core phthalide tetrahydroisoquinoline scaffold of (?)-β-hydrastineviaboth a CF3COOH-catalyzed (86% ee) and KHMDS-catalyzed (78% ee) epoxide ring-opening/transesterification cascade cyclization from chiral epoxide under very mild conditions are described. The key elements include a highly enantioselective epoxidation using the Shi ketone catalyst and an intramolecular CF3COOH-catalyzed cascade cyclization in one pot, and a late-stage C-3′ epimerization under MeOK/MeOH conditions as the key steps to achieve the first total synthesis of (?)-β-hydrastine (up to 81% ee).
A general catalytic route to isoindolinones and tetrahydroisoquinolines: Application in the synthesis of (±)-crispine A
Dhanasekaran, Sivasankaran,Bisai, Vishnumaya,Unhale, Rajshekhar A.,Suneja, Arun,Singh, Vinod K.
supporting information, p. 6068 - 6071 (2015/01/09)
An unprecedented highly efficient Lewis acid catalyzed one-pot cascade has been demonstrated as a general catalytic system for the synthesis of diversely substituted isoindolinones and tetrahydroisoquinolines. The cascade effects one C-C and two C-N bond-
Naphthopyranone synthesis via the tandem Michael-Dieckmann reaction of ortho-toluates with 5,6-dihydropyran-2-ones
Tan, Nichole P.H.,Donner, Christopher D.
, p. 4160 - 4162 (2008/09/20)
The tandem Michael-Dieckmann reaction between a series of ortho-toluates and the α,β-unsaturated lactone 25 is described. The tandem reaction delivers substituted naphthopyranones in moderate (20-49%) yields, whilst limitations in the tolerance of this reaction for different substituents on the ortho-toluate are identified. Crown Copyright
