Journal ArticleDOI
Organocatalysed asymmetric Mannich reactions.
Reads0
Chats0
TLDR
This tutorial review provides an overview of the recent history of the asymmetric organocatalysed Mannich reaction, including scope and limitations, and application of different catalyst systems.Abstract:
The asymmetric Mannich reaction ranks among the most potent enantioselective and diastereoselective C–C-bond forming reactions. In recent years, organocatalysed versions of asymmetric Mannich processes have been increasingly reported and used in a rapidly growing number of applications. This tutorial review provides an overview of the recent history of the asymmetric organocatalysed Mannich reaction, including scope and limitations, and application of different catalyst systems.read more
Citations
More filters
Journal ArticleDOI
Synthesis of α,β-unsaturated aldehydes based on a one-pot phase-switch dehydrogenative cross-coupling of primary alcohols
TL;DR: An efficient one-pot ruthenium-catalyzed hydrogen-transfer strategy for a direct access to α,β-unsaturated aldehydes has been developed and the employment of enolates prepared in situ from alcohols avoided handling unstable aldeHydes and provided a very appealing route to different cinnamaldehydes substituted in position 2.
Journal ArticleDOI
Recent progress in the asymmetric Mannich reaction
Cai Xiao-Hua,Guo Hui,Xie Bing +2 more
TL;DR: An overview of the recent history of the applications of various catalytic systems in asymmetric Mannich reaction, including metal-based asymmetric organocatalysis and no chiral catalysis, can be found in this article.
Journal ArticleDOI
Asymmetric Synthesis of New Chiral β-Amino Acid Derivatives by Mannich-type Reactions of Chiral N-Sulfinyl Imidates with N-Tosyl Aldimines
TL;DR: New chiral beta-(sulfonylamino)sulfinylimidates are synthesized in high overall yield and excellent diastereomeric excess via highly anti-selective Mannich-type reactions of chiral N-tert-butanesulfinyl imidates with N-tosyl aldimines.
Journal ArticleDOI
Direct Organocatalytic Asymmetric Mannich Addition of 3-Substituted-2H-1,4-Benzoxazines: Access to Tetrasubstituted Carbon Stereocenters
TL;DR: Substituted 2H-1,4-benzoxazines were obtained in this article with high yields and excellent enantioselectivity, up to > 99% ee.
Journal ArticleDOI
An enantioselective organocatalytic approach to both enantiomers of lasubine II.
Jorge M. M. Verkade,Ferdi van der Pijl,Marian M. J. H. P. Willems,Peter J. L. M. Quaedflieg,Floris L. van Delft,Floris P. J. T. Rutjes +5 more
TL;DR: A concise stereoselective route providing access to both enantiomers of the bioactive quinolizidine alkaloid lasubine II has been developed and the enantioselectivity was introduced by taking advantage of a proline-catalyzed asymmetric Mannich reaction.
References
More filters
Book
Protective groups in organic synthesis
TL;DR: In this article, the most useful groups for the hydroxyl, amino, carboxyl, carbonyl, and sulfhydryl groups are discussed and the chemistry of the classes of these groups, as well as that of individual groups within the class using structures, equations and references.
Journal ArticleDOI
Proline-Catalyzed Direct Asymmetric Aldol Reactions
TL;DR: The finding that the amino acid proline is an effective asymmetric catalyst for the direct aldol reaction between unmodified acetone and a variety of aldehydes is reported.
Book
Greene's Protective Groups in Organic Synthesis
TL;DR: The role of protection groups in organic synthesis is discussed in this paper, where the authors present several general methods for phosphate Ester formation. But none of these methods are suitable for practical applications.
Journal ArticleDOI
Enantioselective Mannich‐Type Reaction Catalyzed by a Chiral Brønsted Acid
Journal ArticleDOI
Chiral Brønsted acid-catalyzed direct Mannich reactions via electrophilic activation.
Daisuke Uraguchi,Masahiro Terada +1 more
TL;DR: It was found that the phosphoric acid derivatives of general structure 1 serve as highly effective catalysts for the direct addition of acetyl acetone to N-Boc-protected arylimines and functions as an excellent catalyst.