One-Pot Sequential Organocatalysis: Highly Stereoselective Synthesis of Trisubstituted Cyclohexanols.
In: Chemistry - A European Journal, Jg. 19 (2013-01-28), Heft 5, S. 1666-1671
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Zugriff:
A highly diastereoselective (d.r. >99:1) and enantioselective ( ee value up to 96 %) synthesis of trisubstituted cyclohexanols was achieved by using a one-pot sequential organocatalysis that involved a quinidine thiourea-catalyzed tandem Henry-Michael reaction between nitromethane and 7-oxo-hept-5-en-1-als followed by a tetramethyl guanidine (TMG)-catalyzed tandem retro-Henry-Henry reaction on the reaction products of the tandem Henry-Michael reaction. Through a mechanistic study, it has also been demonstrated that similar results may also be achieved with this one-pot sequential organocatalysis by using the racemic Henry product as the substrate. [ABSTRACT FROM AUTHOR]
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Titel: |
One-Pot Sequential Organocatalysis: Highly Stereoselective Synthesis of Trisubstituted Cyclohexanols.
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Autor/in / Beteiligte Person: | Dai, Qipu ; Arman, Hadi ; Zhao, John Cong‐Gui |
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Zeitschrift: | Chemistry - A European Journal, Jg. 19 (2013-01-28), Heft 5, S. 1666-1671 |
Veröffentlichung: | 2013 |
Medientyp: | academicJournal |
ISSN: | 0947-6539 (print) |
DOI: | 10.1002/chem.201203104 |
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