124937-53-7Relevant articles and documents
Asymmetric Hydroesterification of Diarylmethyl Carbinols
Tian, Duanshuai,Xu, Ronghua,Zhu, Jinbin,Huang, Jianxun,Dong, Wei,Claverie, Jerome,Tang, Wenjun
, p. 6305 - 6309 (2021/02/09)
An efficient asymmetric hydroesterfication of diarylmethyl carbinols is developed for the first time with a Pd-WingPhos catalyst, resulting in a series of chiral 4-aryl-3,4-dihydrocoumarins in excellent enantioselectivities and good yields. The method features mild reaction conditions, a broad substrate scope, use of easily accessible starting materials, and low palladium loadings. A plausible stereochemical model is also proposed with the Pd-WingPhos catalyst. This method has enabled a 4-step asymmetric synthesis of (R)-tolterodine from readily available starting materials.
Chiral Fe(ii) complex catalyzed enantioselective [1,3] O-to-C rearrangement of alkyl vinyl ethers and synthesis of chromanols and beyond
Dong, Shunxi,Feng, Xiaoming,Lin, Qianchi,Liu, Xiaohua,Wang, Lifeng,Zhou, Pengfei
, p. 10101 - 10106 (2020/10/19)
A highly efficient enantioselective [1,3] O-to-C rearrangement of racemic vinyl ethers that operates under mild conditions was developed. This method with chiral ferrous complex catalyst provided an efficient access to a wide range of chromanols with high yields and excellent enantioselectivities. In addition, an important urological drug (R)-tolterodine and others were easily obtained after simple transformations.
Synthesis method of tolterodine and enantiomers thereof
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Paragraph 0086-0099, (2019/10/01)
Belonging to the field of chemical synthesis, the invention discloses a synthesis method of tolterodine and enantiomers thereof. The method includes: taking cinnamaldehyde as the raw material for asymmetric arylation reaction with (2-hydroxy-5-methylphenyl)boric acid under the action of a rhodium catalyst to obtain a hemiacetal intermediate, and subjecting the hemiacetal intermediate directly to reductive amination reaction without purification, thus obtaining high optically pure tolterodine. 2-hydroxyl-5-methyl cinnamaldehyde and phenylboronic acid are taken as the starting raw materials, andthe same synthesis method and operation steps are employed to prepare high optically pure tolterodine enantiomers. The method reported by the invention has the characteristics of short route, high total yield, good stereoselectivity and the like, and the ee values of the two synthesized configuration products are both greater than 99%.