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Chiral Auxiliaries

Diastereoselective transformation using chiral auxiliaries for asymmetric synthesis

Controlling the stereochemical outcome for various synthetic routes using chiral auxiliaries enables the synthesis of many enantiomerically pure compounds in a time-efficient manner. By temporarily attaching these structures to an organic compound, the auxiliary can influence the stereoselectivity of future reactions. Once the stereoselective protection is no longer needed, the chiral auxiliary can be removed and recycled for future uses. Asymmetric synthesis plays a crucial role in the chemical production of certain therapeutic and natural product compounds in enantiomeric form. We offer a market-leading range of innovative ephedrine derivatives, oxazolidinone derivatives, and sulfur-based chiral auxiliaries to aptly suit your applications.

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Homobenzotetramisole (HBTM): A General Organocatalyst for Asymmetric Acylations
We are proud to offer the isothiourea organocatalyst homobenzotetramisole (HBTM) as part of our asymmetric catalysis portfolio in both (R) and (S) enantiomeric forms.

Ephedrine Derivatives for Asymmetric Synthesis

Ephedrine, as well as ephedrine isomers and derivatives, play an important role in the preparation of optically active molecules, such as phosphine-phosphonite ligands, and allow for the synthesis of new molecules with stable configurations or unique confirmations. Our ligands have a stable non-carbon stererogenic center that allow them to assume roles as catalytic agents, chiral auxiliaries, or inductors in asymmetric organic synthesis.

Oxazolidinone Derivatives for Asymmetric Synthesis

Oxazolidinone derivatives have a well-established structure- activity relationship and are used in diastereoselective reactions for various asymmetric transformations. Our derivatives are frequently used in aldol, alkylation, or Diels-Alder reactions and after steric hindrances are removed.

Sulfur-based Chiral Auxiliaries

Our convenient sulfur-based chiral auxiliaries are effective as a stereogenic group and can be superior to other well-known chiral auxiliaries, depending on your application. Our auxiliaries are valuable for the synthesis of natural products and compounds with pharmacological activity for acetate aldol reactions, resolution of racemic mixtures, Michael additions, and intramolecular thio-Michael/aldol cyclization cascade reactions.

Related Product Categories
Chiral Catalysts & Ligands
We are committed to providing unprecedented accessibility to chiral catalysts and ligands for a wide variety of C–H, C–C, C–N, and C–O bond-forming transformations.
Related Applications
Reaction Design & Optimization
Chemical reaction design and optimization in organic synthesis aims to precisely alter reaction parameters to achieve optimum results in finding pathways to target molecules.
C–H Functionalization
C–H functionalization is the reliable and predictable conversion of a C–H into a C–C, C–N, C–O, or C–X bond in a selective and controlled fashion.
Cross-Coupling
Cross-coupling is a common reaction in organic chemistry for the creation of C-C, C-N, and C-O bonds with the aid of a metal catalyst.
Fluorination
Fluorination is the introduction of fluorine to a compound via electrophilic fluorination, nucleophilic fluorination, difluoromethylation, trifluoromethylation, or perfluoroalkylation.
Metathesis
Olefin metathesis involves an organic reaction that redistributes fragments of alkenes (olefins) by cleavage and transformation of carbon-carbon double bonds.
Photocatalysis
Photoredox catalysis utilizes photocatalysts in the presence of visible light to form an array of synthetic transformations including, but not limited to, cross-coupling, C-H functionalization, alkene and arene functionalization, and trifluoromethylation.
Organic Reaction Toolbox
An organic reaction toolbox provides structure-activity relationships for unique chemical reactions to optimally design and control small molecule synthesis.
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