Quinine-catalyzed enantioselective michael addition of diphenyl phosphite to nitroolefins: Synthesis of chiral precursors of α-substituted β-aminophosphonates

Jian Wang; Lora D. Heikkinen; Hao Li; Liansuo Zu; Wei Jiang; Hexin Xie; Wei Wang

doi:10.1002/adsc.200600429

Quinine-catalyzed enantioselective michael addition of diphenyl phosphite to nitroolefins: Synthesis of chiral precursors of α-substituted β-aminophosphonates

Jian Wang, Lora D. Heikkinen, Hao Li, Liansuo Zu, Wei Jiang, Hexin Xie, Wei Wang

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

86 Scopus citations

Abstract

A quinine-promoted, enantioselective Michael addition reaction of diphenyl phosphite with nitroalkenes has been developed. This methodology affords a facile access to enantiomerically enriched β-nitrophosphates, precursors for the preparation of synthetically and biologically useful β-aminophosphonates.

Original language	English (US)
Pages (from-to)	1052-1056
Number of pages	5
Journal	Advanced Synthesis and Catalysis
Volume	349
Issue number	7
DOIs	https://doi.org/10.1002/adsc.200600429
State	Published - May 2007
Externally published	Yes

Keywords

Amino acids
Asymmetric catalysis
Michael addition
Organic catalysis

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/adsc.200600429

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title = "Quinine-catalyzed enantioselective michael addition of diphenyl phosphite to nitroolefins: Synthesis of chiral precursors of α-substituted β-aminophosphonates",

abstract = "A quinine-promoted, enantioselective Michael addition reaction of diphenyl phosphite with nitroalkenes has been developed. This methodology affords a facile access to enantiomerically enriched β-nitrophosphates, precursors for the preparation of synthetically and biologically useful β-aminophosphonates.",

keywords = "Amino acids, Asymmetric catalysis, Michael addition, Organic catalysis",

author = "Jian Wang and Heikkinen, {Lora D.} and Hao Li and Liansuo Zu and Wei Jiang and Hexin Xie and Wei Wang",

year = "2007",

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doi = "10.1002/adsc.200600429",

language = "English (US)",

volume = "349",

pages = "1052--1056",

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T1 - Quinine-catalyzed enantioselective michael addition of diphenyl phosphite to nitroolefins

T2 - Synthesis of chiral precursors of α-substituted β-aminophosphonates

AU - Wang, Jian

AU - Heikkinen, Lora D.

AU - Li, Hao

AU - Zu, Liansuo

AU - Jiang, Wei

AU - Xie, Hexin

AU - Wang, Wei

PY - 2007/5

Y1 - 2007/5

N2 - A quinine-promoted, enantioselective Michael addition reaction of diphenyl phosphite with nitroalkenes has been developed. This methodology affords a facile access to enantiomerically enriched β-nitrophosphates, precursors for the preparation of synthetically and biologically useful β-aminophosphonates.

AB - A quinine-promoted, enantioselective Michael addition reaction of diphenyl phosphite with nitroalkenes has been developed. This methodology affords a facile access to enantiomerically enriched β-nitrophosphates, precursors for the preparation of synthetically and biologically useful β-aminophosphonates.

KW - Amino acids

KW - Asymmetric catalysis

KW - Michael addition

KW - Organic catalysis

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U2 - 10.1002/adsc.200600429

DO - 10.1002/adsc.200600429

M3 - Article

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EP - 1056

JO - Advanced Synthesis and Catalysis

JF - Advanced Synthesis and Catalysis

IS - 7

ER -

Quinine-catalyzed enantioselective michael addition of diphenyl phosphite to nitroolefins: Synthesis of chiral precursors of α-substituted β-aminophosphonates

Abstract

Keywords

ASJC Scopus subject areas

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