Total Synthesis of (±)-Spiniferin-1 via a Polyfluoroalkanosulfonyl Fluoride Induced Homoallylic Carbocation Rearrangement Reaction

2011 ◽  
Vol 76 (5) ◽  
pp. 1495-1498 ◽  
Author(s):  
Kai Ding ◽  
Yun-shan Sun ◽  
Wei-Sheng Tian
Keyword(s):  
Total Synthesis ◽  
Rearrangement Reaction ◽  
Carbocation Rearrangement

ChemInform Abstract: First Total Synthesis of (.+-.)-Methyl Gummiferolate Using a Homoallyl-Homoallyl Radical Rearrangement Reaction.

ChemInform ◽  
2010 ◽  
Vol 31 (7) ◽  
pp. no-no
Author(s):  
Masahiro Toyota ◽  
Masahiro Yokota ◽  
Masataka Ihara
Keyword(s):  
Total Synthesis ◽  
Radical Rearrangement ◽  
Rearrangement Reaction

scholarly journals Preparation and a Novel Rearrangement Reaction of 1,2,3,4-Tetrahydro-9-hydroxy-b-carboline, and Their Applications for the Total Synthesis of (±)-Coerulescine

Heterocycles ◽  
2000 ◽  
Vol 53 (1) ◽  
pp. 7 ◽  
Author(s):  
Masanori Somei ◽  
Koichi Noguchi ◽  
Ryutaro Yamagami ◽  
Yumiko Kawada ◽  
Koji Yamada ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Rearrangement Reaction

First Total Synthesis of (±)-Methyl Gummiferolate Using a Homoallyl−Homoallyl Radical Rearrangement Reaction

1999 ◽  
Vol 1 (10) ◽  
pp. 1627-1629 ◽  
Author(s):  
Masahiro Toyota ◽  
Masahiro Yokota ◽  
Masataka Ihara
Keyword(s):  
Total Synthesis ◽  
Radical Rearrangement ◽  
Rearrangement Reaction

Total Synthesis of (.+-.)-Dihydrospiniferin-1 (IX) via a Polyfluoro Alkanosulfonyl Fluoride Induced Tandem Carbonium Ion Rearrangement Reaction.

ChemInform ◽  
2003 ◽  
Vol 34 (32) ◽  
Author(s):  
Ling Chen ◽  
Kai Ding ◽  
Wei-Sheng Tian
Keyword(s):  
Total Synthesis ◽  
Carbonium Ion ◽  
Rearrangement Reaction

Taxane Diterpene Synthesis Studies. Part 2: Towards Taxinine—Enantiospecific Construction of an AB-ring Substructure Incorporating both Quaternary Carbon Centres and Attempts to Annulate the C-ring

2004 ◽  
Vol 57 (1) ◽  
pp. 53 ◽  
Author(s):  
Martin G. Banwell ◽  
Malcolm D. McLeod ◽  
Andrew G. Riches
Keyword(s):  
Total Synthesis ◽  
Cycloaddition Reaction ◽  
Ring System ◽  
Diels Alder ◽  
Biologically Active ◽  
Allylic Oxidation ◽  
Cope Rearrangement ◽  
Rearrangement Reaction ◽  
Ab Ring ◽  
Active Natural

In connection with efforts to develop an efficient total synthesis of the biologically active natural product taxinine 1, the enzymatically-derived and monochiral cis-1,2-dihydrocatechol 7 was converted, over several steps including a Diels–Alder cycloaddition reaction, into the bicyclo[2.2.2]octan-2-one 18. Reaction of the last compound with the organocerium reagent 22 afforded the 1,5-diene 23 which engaged in an anionic oxy-Cope rearrangement reaction to give, after C-methylation of the product enolate 25, bicyclo[5.3.1]undecenone 27 embodying the AB-ring system of target 1. Two methods for allylic oxidation of such products were developed and several unsuccessful attempts to effect a cyclization reaction so as to establish the taxane C-ring are described.

A First Generation Chemoenzymatic Synthesis of (+)-Galanthamine

2010 ◽  
Vol 63 (10) ◽  
pp. 1437 ◽  
Author(s):  
Martin G. Banwell ◽  
Xinghua Ma ◽  
Ochitha P. Karunaratne ◽  
Anthony C. Willis
Keyword(s):  
Total Synthesis ◽  
First Generation ◽  
Claisen Rearrangement ◽  
Starting Material ◽  
Chemoenzymatic Synthesis ◽  
Quaternary Carbon ◽  
Enantiomerically Pure ◽  
Rearrangement Reaction

A total synthesis of (+)-galanthamine [(+)-1] has been achieved using the readily available and enantiomerically pure metabolite 2 as starting material. The quaternary carbon centre (C8a) associated with target 1 was constructed using the Eschenmoser–Claisen rearrangement reaction.

ChemInform Abstract: Chemistry of Indoles. Part 95. Preparation and a Novel Rearrangement Reaction of 1,2,3,4-Tetrahydro-9-hydroxy-β-carboline, and Their Applications for the Total Synthesis of (.+-.)-Coerulescine.

ChemInform ◽  
2010 ◽  
Vol 31 (16) ◽  
pp. no-no
Author(s):  
Masanori Somei ◽  
Koichi Noguchi ◽  
Ryutaro Yamagami ◽  
Yumiko Kawada ◽  
Koji Yamada ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Rearrangement Reaction

Collective Total Synthesis of Aspidofractinine Alkaloids through the Development of a Bischler–Napieralski/Semipinacol Rearrangement Reaction

2020 ◽  
Vol 132 (49) ◽  
pp. 22138-22142
Author(s):  
Shuang‐Hu Wang ◽  
Rui‐Qi Si ◽  
Qing‐Bo Zhuang ◽  
Xiang Guo ◽  
Tian Ke ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Rearrangement Reaction ◽  
Semipinacol Rearrangement
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