The first asymmetric synthesis of trialkyl phosphates on the basis of dynamic kinetic resolution in the phosphite method using a chiral source in a catalytic manner

被引：15

作者：

Hayakawa, Y ^{[1
]}

Hyodo, M ^{[1
]}

Kimura, K ^{[1
]}

Kataoka, M ^{[1
]}

机构：

[1] Nagoya Univ, Grad Sch Human Informat, Bioorgan Chem Lab, Chikusa Ku, Nagoya, Aichi 4648601, Japan

来源：

CHEMICAL COMMUNICATIONS | 2003年 / 14期

关键词：

D O I：

10.1039/b304163h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first asymmetric synthesis of trialkyl phosphates having stereogenic phosphorus atoms on the basis of dynamic kinetic resolution using a chiral source in a catalytic manner; achieved through the stereospecific oxidation of a trialkyl phosphite enantioselectively obtained by the condensation of a racemic unsymmetrically substituted dialkyl phosphorochloridite and an alcohol using a chiral amine as a catalytic promoter.

引用

页码：1704 / 1705

页数：2

共 45 条

[1] Catalytic asymmetric synthesis of planar-chiral dianthranilides via (Dynamic) kinetic resolution
Guan, Chun-Yan
Zou, Shuai
Luo, Can
Li, Zhen-Yu
Huang, Mingjie
Huang, Lihua
Xiao, Xiao
Wei, Donghui
Wang, Min-Can
Mei, Guang-Jian
NATURE COMMUNICATIONS, 2024, 15 (01)
[2] Inherently chiral azaheterocycles: Asymmetric synthesis via (dynamic) kinetic resolution
Luo, Yu
Luo, Shuang
Zhu, Qiang
CHEM CATALYSIS, 2024, 4 (01):
[3] Catalytic Enantioselective Synthesis of Inherently Chiral Macrocycles by Dynamic Kinetic Resolution
Lu, Qiu-Lin
Wang, Xu-Dong
Tong, Shuo
Zhu, Jieping
Wang, Mei-Xiang
ACS CATALYSIS, 2024, 14 (07) : 5140 - 5146
[4] Dynamic Kinetic Resolution Approach for the Asymmetric Synthesis of Tetrahydrobenzodiazepines Using Transfer Hydrogenation by Chiral Phosphoric Acid
Horiguchi, Kosaku
Yamamoto, Eri
Saito, Kodai
Yamanaka, Masahiro
Akiyama, Takahiko
CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (24) : 8078 - 8083
[5] Catalytic asymmetric transfer hydrogenation/dynamic kinetic resolution: an efficient synthesis of florfenicol
Wang, Xinlong
Xu, Lingjun
Yan, Lingjie
Wang, Haifeng
Han, Sheng
Wu, Yan
Chen, Fener
TETRAHEDRON, 2016, 72 (14) : 1787 - 1793
[6] First Asymmetric Total Synthesis of Salinosporamides D and I Using Memory of Chirality and Dynamic Kinetic Resolution
Park, Soojun
Jeong, Yeji
Lim, Changhyun
Kim, Sanghee
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (39)
[7] Organocatalytic Dynamic Kinetic Resolution Enabled Asymmetric Synthesis of Phosphorus-Containing Chiral Helicenes
Wu, Jia-Hong
Fang, Siqiang
Zheng, Xingtao
He, Jiajia
Ma, Yi
Su, Zhishan
Wang, Tianli
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (49)
[8] Catalytic Asymmetric Hydrogenation of α-Substituted Ketones and Aldehydes via Dynamic Kinetic Resolution: Efficient Approach to Chiral Alcohols
Xie, Jian-Hua
Zhou, Qi-Lin
ALDRICHIMICA ACTA, 2015, 48 (02) : 33 - 40
[9] Enantiodivergent Atroposelective Synthesis of Chiral Biaryls by Asymmetric Transfer Hydrogenation: Chiral Phosphoric Acid Catalyzed Dynamic Kinetic Resolution
Mori, Keiji
Itakura, Tsubasa
Akiyama, Takahiko
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (38) : 11642 - 11646
[10] Catalytic asymmetric reactions using environmentally friendly reagents and catalyst: Asymmetric synthesis versus kinetic resolution
Tomioka, Kiyoshi
PURE AND APPLIED CHEMISTRY, 2006, 78 (11) : 2029 - 2034

← 1 2 3 4 5 →