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

A Concise Total Synthesis of (±)-Mesembrine

Synlett ◽  
2018 ◽  
Vol 29 (09) ◽  
pp. 1203-1206 ◽  
Author(s):  
Hyoungsu Kim ◽  
Hosam Choi ◽  
Kiyoun Lee
Keyword(s):  
Total Synthesis ◽  
Claisen Rearrangement ◽  
Addition Reaction ◽  
Conjugate Addition ◽  
Allylic Oxidation ◽  
Quaternary Stereocenter

A concise total synthesis of (±)-mesembrine has been successfully accomplished in seven steps and 24% overall yield from commercially available 3-ethoxy-2-cyclohexen-1-one. Central to the assembly of the skeleton of mesembrine are a Johnson–Claisen rearrangement for the formation of the benzylic quaternary stereocenter and direct allylic oxidation to generate the substrate for the amidation/transannular aza-conjugate addition reaction.

Visible-light-mediated radical cascade reaction: synthesis of 3-bromocoumarins from alkynoates

2017 ◽  
Vol 15 (41) ◽  
pp. 8820-8826 ◽  
Author(s):  
Shangbiao Feng ◽  
Jinlai Li ◽  
Zaimin Liu ◽  
Haiyu Sun ◽  
Hongliang Shi ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Reaction ◽  
Radical Addition ◽  
Reaction Synthesis ◽  
Radical Cascade

The development of a visible-light mediated bromo radical addition/spirocyclization/ester migration cascade reaction to generate 3-bromocoumarins from alkynoates is reported.

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

Asymmetric Total Synthesis of Lancifodilactone G Acetate. 1. Diastereoselective Synthesis of CDEFGH Ring System

2018 ◽  
Vol 83 (13) ◽  
pp. 6893-6906 ◽  
Author(s):  
Tian-Wen Sun ◽  
Dong-Dong Liu ◽  
Kuang-Yu Wang ◽  
Bing-Qi Tong ◽  
Jia-Xin Xie ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Ring System ◽  
Diastereoselective Synthesis ◽  
Asymmetric Total Synthesis

Asymmetric Total Synthesis of Propindilactone G, Part 2: Enantioselective Construction of the Fully Functionalized BCDE Ring System

2016 ◽  
Vol 11 (9) ◽  
pp. 1414-1424 ◽  
Author(s):  
Jia-Jun Zhang ◽  
Lin You ◽  
Yue-Fan Wang ◽  
Yuan-He Li ◽  
Xin-Ting Liang ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Ring System ◽  
Asymmetric Total Synthesis

Photoinduced efficient synthesis of cyanoalkylsulfonylated oxindoles via sulfur dioxide insertion

2021 ◽  
Author(s):  
Fan Teng ◽  
Juan Du ◽  
Changping Xun ◽  
Mengxue Zhu ◽  
Ziqin Lu ◽  
...  
Keyword(s):  
Sulfur Dioxide ◽  
Visible Light ◽  
Cascade Reaction ◽  
Efficient Synthesis ◽  
Radical Cascade

A visible-light-promoted radical cascade reaction of N-arylacrylamide and cyclobutanone oxime esters with sulfur dioxide insertion is established.

scholarly journals Synthesis of 3-CF2-Containing Chromones via a Visible-Light-Induced Radical Cascade Reaction of o-Hydroxyaryl Enaminones

ACS Omega ◽  
2017 ◽  
Vol 2 (7) ◽  
pp. 3168-3174 ◽  
Author(s):  
Huang Gao ◽  
Bei Hu ◽  
Wuheng Dong ◽  
Xiaoshuang Gao ◽  
Lili Jiang ◽  
...  
Keyword(s):  
Visible Light ◽  
Cascade Reaction ◽  
Radical Cascade
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