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Featured researches published by Christoph Grondal.


Nature | 2006

Control of four stereocentres in a triple cascade organocatalytic reaction

Dieter Enders; Matthias R. M. Hüttl; Christoph Grondal; Gerhard Raabe

Efficient and elegant syntheses of complex organic molecules with multiple stereogenic centres continue to be important in both academic and industrial laboratories. In particular, catalytic asymmetric multi-component ‘domino’ reactions, used during total syntheses of natural products and synthetic building blocks, are highly desirable. These reactions avoid time-consuming and costly processes, including the purification of intermediates and steps involving the protection and deprotection of functional groups, and they are environmentally friendly and often proceed with excellent stereoselectivities. Therefore, the design of new catalytic and stereoselective cascade reactions is a continuing challenge at the forefront of synthetic chemistry. In addition, catalytic cascade reactions can be described as biomimetic, as they are reminiscent of tandem reactions that may occur during biosyntheses of complex natural products. Here we report the development of an asymmetric organocatalytic triple cascade reaction for the synthesis of tetra-substituted cyclohexene carbaldehydes. This three-component domino reaction proceeds by way of a catalysed Michael/Michael/aldol condensation sequence affording the products with good to moderate yields (25–58 per cent). During this sequence, four stereogenic centres are formed with high diastereoselectivity and complete enantioselectivity. In addition, variation of the starting materials can be used to obtain diverse polyfunctional cyclohexene derivatives, which can be used as building blocks in organic synthesis.


Chemical Communications | 2006

A direct organocatalytic entry to sphingoids: asymmetric synthesis of D-arabino- and L-ribo-phytosphingosine

Dieter Enders; Jiří Paleček; Christoph Grondal

The organocatalytic asymmetric synthesis of D-arabino- and L-ribo-phytosphingosine is described employing a diastereo- and enantioselective (S)-proline-catalyzed aldol reaction of 2,2-dimethyl-1,3-dioxan-5-one and pentadecanal as the key step.


Angewandte Chemie | 2007

Asymmetric Organocatalytic Domino Reactions

Dieter Enders; Christoph Grondal; Matthias R. M. Hüttl


Nature Chemistry | 2010

Organocatalytic cascade reactions as a new tool in total synthesis

Christoph Grondal; Matthieu Jeanty; Dieter Enders


Angewandte Chemie | 2007

Asymmetrische organokatalytische Dominoreaktionen

Dieter Enders; Christoph Grondal; Matthias R. M. Hüttl


Angewandte Chemie | 2005

Direct organocatalytic de novo synthesis of carbohydrates.

Dieter Enders; Christoph Grondal


Angewandte Chemie | 2005

Asymmetric Synthesis of Selectively Protected Amino Sugars and Derivatives by a Direct Organocatalytic Mannich Reaction

Dieter Enders; Christoph Grondal; Marianna Vrettou; Gerhard Raabe


Archive | 2009

Tetrazol-substituted anthranilic acid amides as pesticides

Rüdiger Fischer; Christian Funke; Ernst Rudolf F. Gesing; Christoph Grondal; Achim Hense; Angela Becker; Eva-Maria Franken; Olga Malsam; Arnd Voerste; Ulrich Görgens; Heinz-Juergen Wroblowsky


Angewandte Chemie | 2005

Direkte organokatalytische De‐novo‐Synthese von Kohlenhydraten

Dieter Enders; Christoph Grondal


Synthesis | 2006

Efficient Entry to Amino Sugars and Derivatives via Asymmetric Organo­catalytic Mannich Reactions

Dieter Enders; Christoph Grondal; Marianna Vrettou

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