scholarly journals Recent Developments in Polyene Cyclizations and Their Applications in Natural Product Synthesis

Synthesis ◽  
2018 ◽  
Vol 51 (01) ◽  
pp. 67-82 ◽  
Author(s):  
Anthony Barrett ◽  
Tsz-Kan Ma ◽  
Thomas Mies
Keyword(s):  
Transition Metal ◽  
Natural Product ◽  
Lewis Acid ◽  
Multiple Bond ◽  
Natural Product Synthesis ◽  
Cyclization Reactions ◽  
Cascade Cyclizations ◽  
Highly Efficient ◽  
Recent Developments ◽  
Radical Cascade

Cascade polyene cyclization reactions are highly efficient and elegant bioinspired transformations that involve simultaneous multiple bond constructions to rapidly generate complex polycyclic molecules. This review summarizes the most prominent work on a variety of cationic and radical cascade cyclizations and their applications in natural product synthesis published between 2014 and 2018.1 Introduction2 Cationic Polyene Cyclizations2.1 Lewis Acid Mediated Polyene Cyclizations2.2 Brønsted Acid Mediated Polyene Cyclizations2.3 Halogen Electrophile Initiated Polyene Cyclizations2.4 Sulfur Electrophile Initiated Polyene Cyclizations2.5 Transition-Metal-Mediated Cationic Polyene Cyclizations3 Radical Polyene Cyclizations3.1 Transition-Metal-Mediated Radical Polyene Cyclizations3.2 Photocatalyst-Mediated Polyene Cyclizations4 Origin of Stereocontrol in Polyene Cyclizations5 Conclusion

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.

Transition metal-promoted biomimetic steps in total syntheses

2014 ◽  
Vol 31 (4) ◽  
pp. 533-549 ◽  
Author(s):  
Xu-Wen Li ◽  
Bastien Nay
Keyword(s):  
Transition Metal ◽  
Transition Metals ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Total Syntheses

Important biomimetic steps in natural product synthesis have been promoted by transition metals, as exemplified by this beautiful ruthenium-catalyzed rearrangement of an endoperoxide into elysiapyrone A. Such reactions are supposed to occur during the biosynthesis, yet under different catalysis conditions.

scholarly journals Transcription Factor-Based Biosensor for Dynamic Control in Yeast for Natural Product Synthesis

2021 ◽  
Vol 9 ◽  
Author(s):  
Yiming Zhang ◽  
Shuobo Shi
Keyword(s):  
Transcription Factor ◽  
Natural Product ◽  
High Throughput Screening ◽  
Dynamic Control ◽  
Shikimate Pathway ◽  
Acid Synthesis ◽  
Natural Product Synthesis ◽  
Adaptive Laboratory Evolution ◽  
Fatty Acid Synthesis Pathway ◽  
Recent Developments

The synthesis of natural products in yeast has gained remarkable achievements with intensive metabolic engineering efforts. In particular, transcription factor (TF)-based biosensors for dynamic control of gene circuits could facilitate strain evaluation, high-throughput screening (HTS), and adaptive laboratory evolution (ALE) for natural product synthesis. In this review, we summarized recent developments of several TF-based biosensors for core intermediates in natural product synthesis through three important pathways, i.e., fatty acid synthesis pathway, shikimate pathway, and methylerythritol-4-phosphate (MEP)/mevalonate (MVA) pathway. Moreover, we have shown how these biosensors are implemented in synthetic circuits for dynamic control of natural product synthesis and also discussed the design/evaluation principles for improved biosensor performance.

Synthesis of α-exo-Methylene-γ-butyrolactone: Recent Developments and Applications in Natural Product Synthesis

Synthesis ◽  
2021 ◽  
Author(s):  
Weilong Liu ◽  
Nicolas Winssinger
Keyword(s):  
Natural Products ◽  
Biological Activity ◽  
Total Synthesis ◽  
Natural Product ◽  
Natural Product Synthesis ◽  
Vast Array ◽  
The Past ◽  
New Approaches ◽  
Recent Developments

The α-exo-methylene-γ-butyrolactone moiety is present in a vast array of structurally diverse natural products and is often central to their biological activity. In this review, we summarize new approaches to α-exo-methylene-γ-butyrolactones developed over the past decade as well as their applications in total synthesis.

ChemInform Abstract: Prins-Type Cyclization Reactions in Natural Product Synthesis

ChemInform ◽  
2013 ◽  
Vol 44 (33) ◽  
pp. no-no
Author(s):  
Xun Han ◽  
Guang Rong Peh ◽  
Paul E. Floreancig
Keyword(s):  
Natural Product ◽  
Natural Product Synthesis ◽  
Cyclization Reactions

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.

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