Christoph Grondal
Bayer
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Publication
Featured researches published by Christoph Grondal.
Nature | 2006
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
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
Dieter Enders; Christoph Grondal; Matthias R. M. Hüttl
Nature Chemistry | 2010
Christoph Grondal; Matthieu Jeanty; Dieter Enders
Angewandte Chemie | 2007
Dieter Enders; Christoph Grondal; Matthias R. M. Hüttl
Angewandte Chemie | 2005
Dieter Enders; Christoph Grondal
Angewandte Chemie | 2005
Dieter Enders; Christoph Grondal; Marianna Vrettou; Gerhard Raabe
Archive | 2009
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
Dieter Enders; Christoph Grondal
Synthesis | 2006
Dieter Enders; Christoph Grondal; Marianna Vrettou