ChemInform Abstract: Rearrangement Reaction of 2-Methyltetrahydropyrans Having a C1′-Mesyloxy Group on the C2-Side Chain with Zinc Acetate: Ring Expansion and Ring Opening Reactions.

ChemInform ◽  
2010 ◽  
Vol 33 (20) ◽  
pp. no-no
Author(s):  
Yasuharu Sakamoto ◽  
Mina Koshizuka ◽  
Hiroyuki Koshino ◽  
Tadashi Nakata
Keyword(s):  
Zinc Acetate ◽  
Ring Opening ◽  
Ring Expansion ◽  
Side Chain ◽  
Ring Opening Reactions ◽  
Rearrangement Reaction

Rearrangement Reaction of Tetrahydrofurans and Tetrahydropyrans Having a C1'-Mesyloxy Group on the C2-Side Chain with Zinc Acetate

Heterocycles ◽  
1999 ◽  
Vol 50 (2) ◽  
pp. 919 ◽  
Author(s):  
Tadashi Nakata ◽  
Kazuo Nagasawa ◽  
Nobuyuki Hori ◽  
Hiroyuki Koshino
Keyword(s):  
Zinc Acetate ◽  
Side Chain ◽  
Rearrangement Reaction

Free-Radical Polymerization and Ring-Expansion of a Cubane Acrylate: a Unique Low-Shrink Polymer

2009 ◽  
Vol 62 (2) ◽  
pp. 145 ◽  
Author(s):  
Alison E. McGonagle ◽  
G. Paul Savage
Keyword(s):  
Free Radical ◽  
Radical Polymerization ◽  
Ring Opening ◽  
Free Radical Polymerization ◽  
Ring Expansion ◽  
Side Chain ◽  
Molecular Volume ◽  
Acrylate Polymer

A pendant cubane substituent has been incorporated into an acrylate polymer side chain to give poly[methyl 4-(acryloyloxymethyl)cubane carboxylate]. Treating this polymer with a rhodium(i) salt triggers a catalytic, ring-opening rearrangement of the cubane substructure to cyclooctatetraene, with a concomitant expansion in molecular volume. This system offers a unique opportunity to reverse the shrinkage associated with polymerization.

ChemInform Abstract: Rearrangement Reaction of Tetrahydrofurans and Tetrahydropyrans Having a C1′-Mesyloxy Group on the C2-Side Chain with Zinc Acetate.

ChemInform ◽  
2010 ◽  
Vol 30 (30) ◽  
pp. no-no
Author(s):  
Kazuo Nagasawa ◽  
Nobuyuki Hori ◽  
Hiroyuki Koshino ◽  
Tadashi Nakata
Keyword(s):  
Zinc Acetate ◽  
Side Chain ◽  
Rearrangement Reaction

scholarly journals Ring-opening and ring-expansion reactions of carborane-fused borirane

2021 ◽  
Vol 12 (39) ◽  
pp. 13187-13192
Author(s):  
Hanqiang Wang ◽  
Jie Zhang ◽  
Zuowei Xie
Keyword(s):  
Lewis Acids ◽  
Ring Opening ◽  
Ring Expansion ◽  
Ring Opening Reactions ◽  
Different Types

Carborane-fused borirane can not only engage in ring-opening reactions with different types of Lewis acids, but also undergo ring-expansion reactions with unsaturated molecules such as PhCHO, CO2 and PhCN to give five-membered boracycles.

Acid-Catalyzed Ring-expansion of 4-(1-hydroxycyclobutyl)-1,2,3-triazoles

2022 ◽  
Author(s):  
Mingchuan Xu ◽  
Lei Liu ◽  
Tao Wang ◽  
Han Luo ◽  
Meili Hou ◽  
...  
Keyword(s):  
Ring Opening ◽  
Ring Expansion ◽  
Rearrangement Reaction ◽  
Acid Catalyzed ◽  
Semipinacol Rearrangement

We here reported a direct ring-opening/semipinacol rearrangement reaction of 4-(1-hydroxycyclobutyl)-1,2,3-triazole, in which N-acyl substituted 1,2,3-triazole was generated in situ and would trigger thermodynamically controlled electrocyclization ring-opening to afford rearrangement precursor...

scholarly journals Investigations of Ring-Opening Reactions of Cyclopropanated Carbohydrates: Towards the Synthesis of the Natural Product (--)-TAN-2483B

2021 ◽  
Author(s):  
◽  
Russell James Hewitt
Keyword(s):  
Natural Product ◽  
Ring Opening ◽  
Cyclopropane Ring ◽  
Ring Expansion ◽  
Ring Opening Reactions ◽  
The Subject ◽  
The Many

<p>Cyclopropanes and carbohydrates are materials of great interest to chemists. Ring opening reactions of cyclopropanated carbohydrates have excellent potential for synthesis, due to the many diverse structures that may be obtained. The work described in this thesis explores the scope of such ring opening reactions, and extends to the synthesis and reactions of several novel cyclopropanated carbohydrates, in which synthesis of a natural product was also investigated. Several bicyclic gem-dihalocyclopropanes, including 97, were synthesised. Base-mediated cyclopropane ring opening of 97 in the presence of nucleophiles afforded a series of 2-C-branched glycosides 389 and 390 (Chapter 2), whereas silver-promoted ring expansion provided access to seven-membered rings (255 and 256) (Chapter 3). Studies on the mechanisms of the ring opening processes were also carried out. Ring-opening reactions of carbohydrate-derived gem-dihalocyclopropanes were also applied to the exploration of possible routes to the natural product (--)-TAN-2483B (154). Attempts to convert d-galactose and d-xylose into the dihydropyran 193 are the subject of Chapter 4, while the transformation of d-mannose into 193 and subsequent efforts to prepare the natural product 154 are discussed in Chapter 5.</p>

scholarly journals Investigations of Ring-Opening Reactions of Cyclopropanated Carbohydrates: Towards the Synthesis of the Natural Product (--)-TAN-2483B

2021 ◽  
Author(s):  
◽  
Russell James Hewitt
Keyword(s):  
Natural Product ◽  
Ring Opening ◽  
Cyclopropane Ring ◽  
Ring Expansion ◽  
Ring Opening Reactions ◽  
The Subject ◽  
The Many

<p>Cyclopropanes and carbohydrates are materials of great interest to chemists. Ring opening reactions of cyclopropanated carbohydrates have excellent potential for synthesis, due to the many diverse structures that may be obtained. The work described in this thesis explores the scope of such ring opening reactions, and extends to the synthesis and reactions of several novel cyclopropanated carbohydrates, in which synthesis of a natural product was also investigated. Several bicyclic gem-dihalocyclopropanes, including 97, were synthesised. Base-mediated cyclopropane ring opening of 97 in the presence of nucleophiles afforded a series of 2-C-branched glycosides 389 and 390 (Chapter 2), whereas silver-promoted ring expansion provided access to seven-membered rings (255 and 256) (Chapter 3). Studies on the mechanisms of the ring opening processes were also carried out. Ring-opening reactions of carbohydrate-derived gem-dihalocyclopropanes were also applied to the exploration of possible routes to the natural product (--)-TAN-2483B (154). Attempts to convert d-galactose and d-xylose into the dihydropyran 193 are the subject of Chapter 4, while the transformation of d-mannose into 193 and subsequent efforts to prepare the natural product 154 are discussed in Chapter 5.</p>

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