The Aldol Reaction in Natural Product Synthesis. The Epothilone Story

ChemInform ◽  
2005 ◽  
Vol 36 (38) ◽  
Author(s):  
Dieter Schinzer
Keyword(s):  
Natural Product ◽  
Aldol Reaction ◽  
Natural Product Synthesis

scholarly journals The vinylogous Mukaiyama aldol reaction (VMAR) in natural product synthesis

2014 ◽  
Vol 31 (4) ◽  
pp. 563-594 ◽  
Author(s):  
Markus Kalesse ◽  
Martin Cordes ◽  
Gerrit Symkenberg ◽  
Hai-Hua Lu
Keyword(s):  
Natural Product ◽  
Aldol Reaction ◽  
Natural Product Synthesis ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol ◽  
Recent Developments

This review will provide an overview on the recent developments of polyketide synthesis using the vinylogous Mukaiyama aldol reaction for the construction of advanced intermediates. In general, four different motifs can be constructed efficiently using the recent developments of asymmetric variants of this strategy.

Chemo-enzymatic synthesis of the C15–C23 unit of Leptomycin B

2002 ◽  
Vol 80 (6) ◽  
pp. 571-576 ◽  
Author(s):  
Michael Scheck ◽  
Herbert Waldmann
Keyword(s):  
Asymmetric Synthesis ◽  
Natural Product ◽  
Building Block ◽  
Enzymatic Synthesis ◽  
Aldol Reaction ◽  
Natural Product Synthesis ◽  
Leptomycin B ◽  
Enzymatic Transformation

The asymmetric synthesis of the C15–C23 unit of Leptomycin B (LMB) is described. All four stereocenters of the C15–C23 unit were prepared from one building block exhibiting only one stereocenter. This building block was synthesized via either an enzymatic transformation or starting from a chiral reagent.Key words: Leptomycin, natural product synthesis, enzymatic transformation, Aldol reaction, Pseudomonas fluorescence lipase (PFL).

ChemInform Abstract: The Vinylogous Mukaiyama Aldol Reaction (VMAR) in Natural Product Synthesis

ChemInform ◽  
2014 ◽  
Vol 45 (30) ◽  
pp. no-no
Author(s):  
Markus Kalesse ◽  
Martin Cordes ◽  
Gerrit Symkenberg ◽  
Hai-Hua Lu
Keyword(s):  
Natural Product ◽  
Aldol Reaction ◽  
Natural Product Synthesis ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol

Recent applications of asymmetric organocatalytic annulation reactions in natural product synthesis

2021 ◽  
Author(s):  
Nengzhong Wang ◽  
Zugen Wu ◽  
Junjie Wang ◽  
Nisar Ullah ◽  
Yixin Lu
Keyword(s):  
Natural Products ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Natural Products Synthesis

A comprehensive and updated summary of asymmetric organocatalytic annulation reactions is presented; in particular, the applications of these annulation strategies to natural products synthesis are highlighted.

scholarly journals The Synthesis of Conjugated Bis-Aryl Vinyl Substrates and Their Photoelectrocyclization Reactions towards Phenanthrene Derivatives

Synthesis ◽  
2021 ◽  
Author(s):  
Jon D. Rainier ◽  
Xuchen Zhao
Keyword(s):  
Natural Product ◽  
Natural Product Synthesis ◽  
Mechanistic Studies ◽  
Efficient Strategy

AbstractThe photoelectrocyclization of conjugated vinyl biaryls has proven to be a valuable and efficient strategy for generating phenanthrene derivatives. Contained in this review is an overview of the mechanism for the transformation and a discussion of the reaction scope with a focus on the electrocyclization itself, rearomatization, and the application of the reaction in natural product synthesis.1 Introduction2 The Synthesis of Conjugated Vinyl Biaryls3 Mechanistic Studies4 Substrate Scope5 Applications6 Conclusions

Palladium-catalyzed cascade cyclizations involving C–C and C–X bond formation: strategic applications in natural product synthesis

2021 ◽  
Author(s):  
K. R. Holman ◽  
A. M. Stanko ◽  
S. E. Reisman
Keyword(s):  
Natural Product ◽  
Bond Formation ◽  
Natural Product Synthesis ◽  
Cascade Cyclizations ◽  
Palladium Catalyzed ◽  
Multiple Rings

This tutorial review highlights the use of palladium-catalyzed cascade cyclizations in natural product synthesis, focusing on cascades that construct multiple rings and form both C–C and C–X (X = O, N) bonds in a single synthetic operation.

scholarly journals Applications of the Horner-Wadsworth-Emmons olefination in modern natural product synthesis

Synthesis ◽  
2021 ◽  
Author(s):  
Dávid Roman ◽  
Maria Sauer ◽  
Christine Beemelmanns
Keyword(s):  
Natural Products ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Reaction Conditions ◽  
Comprehensive Review ◽  
Modern Natural ◽  
Key Steps ◽  
Synthetic Approaches

Here, we have summarized more than 30 representative natural product syntheses published in 2015 to 2020 that employ one or more Horner-Wadsworth-Emmons (HWE) reactions. We comprehensively describe the applied phosphonate reagents, HWE reaction conditions and key steps of the total synthetic approaches. Our comprehensive review will support future synthetic approaches and serve as guideline to find the best HWE conditions for the most complicated natural products known

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