An Approach to the Efficient Syntheses of Chiral Phosphino- Carboxylic Acid Esters

Renta Jonathan Chew; Kristel Sepp; Bin Bin Li; Yongxin Li; Peng Cheng Zhu; Nguan Soon Tan; Pak Hing Leung

doi:10.1002/adsc.201500638

An Approach to the Efficient Syntheses of Chiral Phosphino- Carboxylic Acid Esters

Renta Jonathan Chew, Kristel Sepp, Bin Bin Li, Yongxin Li, Peng Cheng Zhu, Nguan Soon Tan, Pak Hing Leung^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

20 Citations (Scopus)

Abstract

The catalytic hydrophosphination reaction is one of the most sustainable chemical transformations today. Here, the palladium-catalyzed asymmetric P-H addition of diarylphosphines with N-enoylbenzotriazoles and analogues is described. Chiral phosphine products are obtained in 100% atom economy and without cumbersome protection-deprotection manipulations. The obtained products can be subsequently transformed to bear various functionalities, including phosphino-carboxylic esters which play critical roles in catalysis and as synthetic AIDS. Anti-tumour activities of the corresponding gold-phosphine complexes have been explored, contributing to existing chemotherapeutic research in cancer treatment.

Original language	English
Pages (from-to)	3297-3302
Number of pages	6
Journal	Advanced Synthesis and Catalysis
Volume	357
Issue number	14-15
DOIs	https://doi.org/10.1002/adsc.201500638
Publication status	Published - Oct 1 2015
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

ASJC Scopus Subject Areas

Catalysis
Organic Chemistry

Keywords

asymmetric catalysis
benzotriazoles
hydrophosphination
palladium
phospha-Michael reaction

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.1002/adsc.201500638

Cite this

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abstract = "The catalytic hydrophosphination reaction is one of the most sustainable chemical transformations today. Here, the palladium-catalyzed asymmetric P-H addition of diarylphosphines with N-enoylbenzotriazoles and analogues is described. Chiral phosphine products are obtained in 100% atom economy and without cumbersome protection-deprotection manipulations. The obtained products can be subsequently transformed to bear various functionalities, including phosphino-carboxylic esters which play critical roles in catalysis and as synthetic AIDS. Anti-tumour activities of the corresponding gold-phosphine complexes have been explored, contributing to existing chemotherapeutic research in cancer treatment.",

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AU - Chew, Renta Jonathan

AU - Sepp, Kristel

AU - Li, Bin Bin

AU - Li, Yongxin

AU - Zhu, Peng Cheng

AU - Tan, Nguan Soon

AU - Leung, Pak Hing

PY - 2015/10/1

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AB - The catalytic hydrophosphination reaction is one of the most sustainable chemical transformations today. Here, the palladium-catalyzed asymmetric P-H addition of diarylphosphines with N-enoylbenzotriazoles and analogues is described. Chiral phosphine products are obtained in 100% atom economy and without cumbersome protection-deprotection manipulations. The obtained products can be subsequently transformed to bear various functionalities, including phosphino-carboxylic esters which play critical roles in catalysis and as synthetic AIDS. Anti-tumour activities of the corresponding gold-phosphine complexes have been explored, contributing to existing chemotherapeutic research in cancer treatment.

KW - asymmetric catalysis

KW - benzotriazoles

KW - hydrophosphination

KW - palladium

KW - phospha-Michael reaction

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An Approach to the Efficient Syntheses of Chiral Phosphino- Carboxylic Acid Esters

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

UN SDGs

Access to Document

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