Verfahren zur Enantiomerentrennung

Lorenz, Heike; Seidel‐Morgenstern, Andreas

doi:10.1002/ange.201302823

Cited by 35 publications

(13 citation statements)

References 281 publications

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“…The synthesis of optically active molecules is an important field of research, since both enantiomers of a chiral molecule often exhibit different biological properties. Hence, important efforts are devoted to the development of efficient strategies providing chiral non‐racemic molecules [1] . Among them, the kinetic resolution [2] of racemic mixture is generally preferred for large‐scale synthesis due to the ease of implementation.…”

Section: Methodsmentioning

confidence: 99%

Organocatalyzed One‐Pot Sequential Deracemization of Aromatic Ketones Bearing a Tertiary Stereogenic Center

et al. 2022

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An organocatalyzed one-pot sequential deracemization of aromatic ketones bearing a stereogenic center at the α-position was achieved thanks to an acid-base strategy involving an enantioselective protonation reaction as a key step. This simple and efficient protocol yields enantioenriched ketones in up to 89% ee without the need to isolate sensitive intermediates such as silyl enolates.The key role of water in this process was underlined. This one-pot sequence constitutes a useful extension to previously reported chemically driven red-ox protocols, thus increasing the panel of molecules eligible to a deracemization strategy.

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Section: Methodsmentioning

confidence: 99%

Organocatalyzed One‐Pot Sequential Deracemization of Aromatic Ketones Bearing a Tertiary Stereogenic Center

et al. 2022

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“…Even though chromatography techniques have become the most popular approaches for practically separating racemates, enantioselective crystallization technique is still required at present for acquiring some enantiomers. [ 244,245 ] Compared with asymmetric synthesis and chromatographic separation approaches, enantioselective crystallization has advantages in simple operation and cost‐efficiency. The process of crystallization is still widely utilized especially in drug mass production.…”

Section: Chiral Applications Of Chiral Graphene Hybrid Materialsmentioning

confidence: 99%

Chiral Graphene Hybrid Materials: Structures, Properties, and Chiral Applications

et al. 2021

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Chirality has become an important research subject. The research areas associated with chirality are under substantial development. Meanwhile, graphene is a rapidly growing star material and has hard‐wired into diverse disciplines. Rational combination of graphene and chirality undoubtedly creates unprecedented functional materials and may also lead to great findings. This hypothesis has been clearly justified by the sizable number of studies. Unfortunately, there has not been any previous review paper summarizing the scattered studies and advancements on this topic so far. This overview paper attempts to review the progress made in chiral materials developed from graphene and their derivatives, with the hope of providing a systemic knowledge about the construction of chiral graphenes and chiral applications thereof. Recently emerging directions, existing challenges, and future perspectives are also presented. It is hoped this paper will arouse more interest and promote further faster progress in these significant research areas.

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“…The formation of conglomerate crystals (a racemic mixture of two enantiopure crystals) that is governed by spontaneous resolution is of significance to the purification of chiral compounds [1,2] and to the understanding of the origin of homochirality in Nature [3–14] . However, only 5–10 % of the racemates feature spontaneous resolution to crystalize in the form of conglomerate, [15,16] and little is known on the factors that facilitate the crystallization in the forms of conglomerate.…”

Section: Introductionmentioning

confidence: 99%

Formation of Multiple Supramolecular Helices for Spontaneous Resolution

2023

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Relating supramolecular helices to the spontaneous resolution that generates conglomerate crystals is meaningful to the production of enantiopure compounds and to the understanding of natural homochirality as well. While homochiral elongation is favored along the axis of 1D supramolecular helical chains, conglomerate crystallization requires a 3D homochiral framework. This inspires us to explore new avenues to the spontaneous resolution through the formation of multiple supramolecular helices during crystallization. This Concept outlines and reviews multiple supramolecular helices found in the conglomerate crystals, i. e. three supramolecular helices along one crystallographic axis and two or three supramolecular helices along different crystallographic axes, followed by our observations of homochiral elongation of the helicity of the helical building blocks, the azapeptides, during the formation of supramolecular helices, as well as the spontaneous resolution of amino acid alanine that is made into a helical azapeptide derivative via the formation of supramolecular helices along two different crystallographic axes.

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Verfahren zur Enantiomerentrennung

Cited by 35 publications

References 281 publications

Organocatalyzed One‐Pot Sequential Deracemization of Aromatic Ketones Bearing a Tertiary Stereogenic Center

Organocatalyzed One‐Pot Sequential Deracemization of Aromatic Ketones Bearing a Tertiary Stereogenic Center

Chiral Graphene Hybrid Materials: Structures, Properties, and Chiral Applications

Formation of Multiple Supramolecular Helices for Spontaneous Resolution

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