Asymmetric total synthesis of (−)-δ-lycorane

2017 ◽  
Vol 4 (6) ◽  
pp. 1149-1152 ◽  
Author(s):  
Junliang Wang ◽  
Jianneng Li ◽  
Xianwang Shen ◽  
Cong Dong ◽  
Jun Lin ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Cascade Reaction ◽  
Asymmetric Total Synthesis

A first asymmetric synthesis of (−)-δ-lycorane by using a chiral bifunctional squaramide-catalysed cascade reaction is reported.

Diversity-Oriented Synthesis of Natural Products via Gold-Catalyzed Cascade Reactions

Synlett ◽  
2018 ◽  
Vol 29 (12) ◽  
pp. 1552-1571 ◽  
Author(s):  
Jianxian Gong ◽  
Zhen Yang ◽  
Yueqing Gu ◽  
Ceheng Tan
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Cascade Reactions ◽  
Cascade Reaction ◽  
Biologically Active ◽  
Synthetic Methods ◽  
Left Wing ◽  
Asymmetric Total Synthesis ◽  
Diversity Oriented Synthesis ◽  
Active Natural

This account describes our group’s latest research in the field of diversity-oriented synthesis of natural products via gold-catalyzed cascade reactions. We present two general strategies based on gold-catalyzed cycloisomerization: a gold-catalyzed cascade reaction of 1,7-diynes and a pinacol-terminated gold-catalyzed cascade reaction. We highlight our development of synthetic methods for the construction of biologically active natural products by using these two strategies.1 Introduction2 Gold-Catalyzed Cascade Reactions of 1,7-Diynes2.1 Collective Synthesis of C15 Oxygenated Drimane-Type Sesquiterpenoids2.2 Synthesis of Left-Wing Fragment of Azadirachtin I2.3 Collective Synthesis of Cladiellins3 Pinacol-Terminated Gold-Catalyzed Cascade Reaction3.1 Asymmetric Formal Total Synthesis of (+)-Cortistatins3.2 Total Synthesis of Orientalol F3.3 Asymmetric Total Synthesis of (–)-Farnesiferol C4 Summary and Outlook

scholarly journals Asymmetric Total Synthesis of (+)-21-epi-Eburnamonine Via a Photocatalytic Radical Cascade Reaction

2020 ◽  
Author(s):  
Yuan Huang ◽  
Fanglin Xue ◽  
Hengmao Liu ◽  
Fei Xue ◽  
Xiao-Yu Liu ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Visible Light ◽  
Claisen Rearrangement ◽  
Cascade Reaction ◽  
Ring System ◽  
Asymmetric Total Synthesis ◽  
Radical Cascade ◽  
Key Features ◽  
Quaternary Stereocenter ◽  
Visible Light Photocatalytic

Abstract An asymmetric total synthesis of (+)-21-epi-eburnamonine has been achieved. Key features of the synthesis include a visible-light photocatalytic intra-/intramolecular radical cascade reaction to assemble the tetracyclic ABCD ring system, and a highly diastereoselective Johnson-Claisen rearrangement to establish the C20 all-carbon quaternary stereocenter. Graphic Abstract

Asymmetric synthesis of machilin C and its analogue

2010 ◽  
Vol 64 (5) ◽  
Author(s):  
Yamu Xia ◽  
Wei Wang
Keyword(s):  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Absolute Configuration ◽  
Asymmetric Induction ◽  
Mitsunobu Reaction ◽  
Asymmetric Total Synthesis ◽  
Twelve Steps ◽  
The Absolute

AbstractFull details of the asymmetric total synthesis of erythro-8-O-4′-neolignan, machilin C, and its analogue perseal A are reported. The synthesis was involved in the Sharpless dihydroxylation reaction that occurred with excellent asymmetric induction, and the Mitsunobu reaction which occurred with inversion of the absolute configuration from the threo to the erythro isomer. The synthesis was achieved from simple vanillin in eight to twelve steps.

A concise asymmetric synthesis of (−)-trans-aerangis lactone

2018 ◽  
Vol 96 (12) ◽  
pp. 1061-1063 ◽  
Author(s):  
Rachana Pandey ◽  
Ranjana Prakash
Keyword(s):  
Ethylene Glycol ◽  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Aldol Reaction ◽  
Starting Material ◽  
Asymmetric Total Synthesis

A concise stereoselective approach to functionalized δ-lactone skeleton from monosilylated ethylene glycol as a starting material and its application to the asymmetric total synthesis of (−)-trans-aerangis lactone have been demonstrated. The synthesis utilizes the organocatalyzed MacMillan’s cross aldol reaction as a key step.

Asymmetric total synthesis of cephanolide B

2021 ◽  
Author(s):  
Hongyuan Zhang ◽  
Haibing He ◽  
Shuanhu Gao
Keyword(s):  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Asymmetric Total Synthesis ◽  
First Time

The asymmetric synthesis of cephanolide B, a complex C18 Cephalotaxus dinorditerpenoid, is presented for the first time.

scholarly journals Asymmetric Synthesis of Nodulones C & D by Chemoenzymatic Approach gives Insight into their Biosynthesis

2021 ◽  
Author(s):  
Tanaya Manna ◽  
Anshul Rajput ◽  
Nirmal Saha ◽  
Amit Mondal ◽  
Syed Masood Husain
Keyword(s):  
Secondary Metabolites ◽  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Magnaporthe Grisea ◽  
Asymmetric Total Synthesis ◽  
Related Enzyme ◽  
Insight Into ◽  
Fungal Secondary Metabolites

The first asymmetric total synthesis of fungal secondary metabolites, (R)-nodulone C (4) and trans-nodulone D (5) has been reported through the chemoenzymatic approach. The strategy utilizes NADPH-dependent naphthol reductases of Magnaporthe grisea for the reduction of putative biosynthetic substrates, synthesized non-enzymatically in multiple steps. A dihydronaphthalenone 32 and cis-nodulone D (30) has also been synthesized chemoenzymatically. The work implies for similar steps during the biosynthesis of nodulones and their analogs with the involvement of tetrahydroxynaphthalene reductase related enzyme(s).

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