Design and synthesis of helically chiral spirocyclic P3 phosphazenes and characterization of their onium salts

Masahiro Terada; Kengo Goto; Masafumi Oishi; Tadahiro Takeda; Eunsang Kwon; Azusa Kondoh

doi:10.1055/s-0033-1340058

Design and synthesis of helically chiral spirocyclic P3 phosphazenes and characterization of their onium salts

Masahiro Terada, Kengo Goto, Masafumi Oishi, Tadahiro Takeda, Eunsang Kwon, Azusa Kondoh

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

12 Citations (Scopus)

Abstract

Helically chiral spirocyclic P3 phosphazenes were designed as a novel family of chiral organosuperbases. The newly designed chiral P3 phosphazenes were synthesized from commercially available sources in several steps and characterized by X-ray crystallographic analysis of their onium salts. The optically pure P3 phosphazenium salt was obtained by using preparative chiral stationary phase HPLC and the absolute configuration of the helical chirality was determined.

Original language	English
Pages (from-to)	2531-2534
Number of pages	4
Journal	Synlett
Volume	24
Issue number	19
DOIs	https://doi.org/10.1055/s-0033-1340058
Publication status	Published - 2013

Keywords

chirality
enantiomeric resolution
helical structure
phosphazene
spirocycle

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abstract = "Helically chiral spirocyclic P3 phosphazenes were designed as a novel family of chiral organosuperbases. The newly designed chiral P3 phosphazenes were synthesized from commercially available sources in several steps and characterized by X-ray crystallographic analysis of their onium salts. The optically pure P3 phosphazenium salt was obtained by using preparative chiral stationary phase HPLC and the absolute configuration of the helical chirality was determined.",

keywords = "chirality, enantiomeric resolution, helical structure, phosphazene, spirocycle",

author = "Masahiro Terada and Kengo Goto and Masafumi Oishi and Tadahiro Takeda and Eunsang Kwon and Azusa Kondoh",

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T1 - Design and synthesis of helically chiral spirocyclic P3 phosphazenes and characterization of their onium salts

AU - Terada, Masahiro

AU - Goto, Kengo

AU - Oishi, Masafumi

AU - Takeda, Tadahiro

AU - Kwon, Eunsang

AU - Kondoh, Azusa

PY - 2013

Y1 - 2013

N2 - Helically chiral spirocyclic P3 phosphazenes were designed as a novel family of chiral organosuperbases. The newly designed chiral P3 phosphazenes were synthesized from commercially available sources in several steps and characterized by X-ray crystallographic analysis of their onium salts. The optically pure P3 phosphazenium salt was obtained by using preparative chiral stationary phase HPLC and the absolute configuration of the helical chirality was determined.

AB - Helically chiral spirocyclic P3 phosphazenes were designed as a novel family of chiral organosuperbases. The newly designed chiral P3 phosphazenes were synthesized from commercially available sources in several steps and characterized by X-ray crystallographic analysis of their onium salts. The optically pure P3 phosphazenium salt was obtained by using preparative chiral stationary phase HPLC and the absolute configuration of the helical chirality was determined.

KW - chirality

KW - enantiomeric resolution

KW - helical structure

KW - phosphazene

KW - spirocycle

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EP - 2534

JO - Synlett

JF - Synlett

IS - 19

ER -

Design and synthesis of helically chiral spirocyclic P3 phosphazenes and characterization of their onium salts

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Keywords

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