Silver-perchlorate-promoted ring expansion of halocarbene adducts of cyclic olefins. A facile synthesis of trans-cyclooctene and trans-cyclononene derivatives

Colin B. Reese; Andrew. Shaw

doi:10.1021/ja00711a069

Silver-perchlorate-promoted ring expansion of halocarbene adducts of cyclic olefins. A facile synthesis of trans-cyclooctene and trans-cyclononene derivatives

Journal of the American Chemical Society ◽

10.1021/ja00711a069 ◽

1970 ◽

Vol 92 (8) ◽

pp. 2566-2568 ◽

Cited By ~ 49

Author(s):

Colin B. Reese ◽

Andrew. Shaw

Keyword(s):

Ring Expansion ◽

Facile Synthesis ◽

Cyclic Olefins ◽

Silver Perchlorate

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ChemInform Abstract: Facile Synthesis of Keto Nitriles by Cu(II)-Promoted Photooxidative Cleavage of Cyclic Olefins.

ChemInform ◽

10.1002/chin.199750080 ◽

2010 ◽

Vol 28 (50) ◽

pp. no-no

Author(s):

I. SHIMIZU ◽

M. FUJITA ◽

T. NAKAJIMA ◽

T. SATO

Keyword(s):

Facile Synthesis ◽

Cyclic Olefins

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ChemInform Abstract: A Facile Synthesis of 2-Deoxy-2-hydroxymethyl-β-D-erythrofuranosyl Nucleosides from 9-(2-Deoxy-2-hydroxymethyl-β-D-erythrooxetanosyl) Adenine by a Novel Ring Expansion Accompanying Transglycosidation.

ChemInform ◽

10.1002/chin.198945329 ◽

1989 ◽

Vol 20 (45) ◽

Author(s):

K. KATO ◽

T. MINAMI ◽

T. TAKITA ◽

S. NISHIYAMA ◽

S. YAMAMURA ◽

...

Keyword(s):

Ring Expansion ◽

Facile Synthesis

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ChemInform Abstract: Facile Synthesis of Morpholines and Azacrown Ethers by Ozonolysis of Cyclic Olefins and Reductive N-Alkylation.

Chemischer Informationsdienst ◽

10.1002/chin.198548221 ◽

1985 ◽

Vol 16 (48) ◽

Author(s):

M. KAWAGUCHI ◽

J. OHASHI ◽

Y. KAWAKAMI ◽

Y. YAMAMOTO ◽

J. ODA

Keyword(s):

Facile Synthesis ◽

Azacrown Ethers ◽

Cyclic Olefins

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Faculty Opinions recommendation of Ring expansion of 3-oxetanone-derived spirocycles: facile synthesis of saturated nitrogen heterocycles.

Faculty Opinions – Post-Publication Peer Review of the Biomedical Literature ◽

10.3410/f.718198618.793488008 ◽

2013 ◽

Author(s):

Steven L Castle

Keyword(s):

Nitrogen Heterocycles ◽

Ring Expansion ◽

Facile Synthesis

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Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-carboxylates

Synthesis ◽

10.1055/s-0040-1720012 ◽

2021 ◽

Vol 53 (21) ◽

pp. e5-e5

Author(s):

Sunewang R. Wang ◽

Jiru Shao ◽

Caiyun An

Keyword(s):

Ring Expansion ◽

Facile Synthesis

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ChemInform Abstract: Ring Expansion of 3-Oxetanone-Derived Spirocycles: Facile Synthesis of Saturated Nitrogen Heterocycles.

ChemInform ◽

10.1002/chin.201414027 ◽

2014 ◽

Vol 45 (14) ◽

pp. no-no

Author(s):

Stefan A. Ruider ◽

Steffen Mueller ◽

Erick M. Carreira

Keyword(s):

Nitrogen Heterocycles ◽

Ring Expansion ◽

Facile Synthesis

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Ring expansion of halo dithiolanes and dithianes: a facile synthesis of medium-ring dithiacycloalkenes

The Journal of Organic Chemistry ◽

10.1021/jo00050a058 ◽

1992 ◽

Vol 57 (24) ◽

pp. 6658-6662 ◽

Cited By ~ 13

Author(s):

Zhihua Sui ◽

Paul S. Furth ◽

James J. De Voss

Keyword(s):

Ring Expansion ◽

Facile Synthesis ◽

Medium Ring

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ChemInform Abstract: Lewis Acid Mediated Ring Expansion Reaction of Benzo[b]cyclopropa[e]pyran-7-ol Acetates: Facile Synthesis of 2-Alkyl Substituted 2,3-Dihydro-1-benzoxepins.

ChemInform ◽

10.1002/chin.200038182 ◽

2000 ◽

Vol 31 (38) ◽

pp. no-no

Author(s):

Yoshiaki Sugita ◽

Hiroki Hosoya ◽

Ichiro Yokoe

Keyword(s):

Lewis Acid ◽

Ring Expansion ◽

Facile Synthesis ◽

Ring Expansion Reaction

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Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-Carboxylates

Synthesis ◽

10.1055/a-1526-7839 ◽

2021 ◽

Author(s):

Jiru Shao ◽

Caiyun An ◽

Sunewang Rixin Wang

Keyword(s):

Cyclopropane Ring ◽

Bond Cleavage ◽

Ring Expansion ◽

Facile Synthesis ◽

Aryl Group ◽

Pyrone Ring ◽

Donor Acceptor ◽

Facile Route

A facile route to polysubstituted 2-pyrones from readily available 2-acylcyclopropane-1-aryl-1-carboxylates mediated by TfOH is reported. The strongly donating 1-aryl group is important for directing the C-C bond cleavage of the donor-acceptor cyclopropane ring, which then leads to the formation of the 2-pyrone ring through lactonization.

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Construction of Dibenzazocine Skeleton by Regiocontrolled Ring-Expansion Reaction of Cyclic Oxime with DIBAL-H: Facile Synthesis of 17β-Hydroxysteroid Dehydrogenase Type 3 Inhibitor

Synlett ◽

10.1055/s-0032-1318489 ◽

2013 ◽

Vol 24 (07) ◽

pp. 813-816 ◽

Cited By ~ 6

Author(s):

Hidetsura Cho ◽

Hidetoshi Tokuyama ◽

Yusuke Iwama ◽

Kentaro Okano

Keyword(s):

Ring Expansion ◽

Facile Synthesis ◽

Ring Expansion Reaction ◽

Type 3

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Silver-perchlorate-promoted ring expansion of halocarbene adducts of cyclic olefins. A facile synthesis of trans-cyclooctene and trans-cyclononene derivatives

ChemInform Abstract: Facile Synthesis of Keto Nitriles by Cu(II)-Promoted Photooxidative Cleavage of Cyclic Olefins.

ChemInform Abstract: A Facile Synthesis of 2-Deoxy-2-hydroxymethyl-β-D-erythrofuranosyl Nucleosides from 9-(2-Deoxy-2-hydroxymethyl-β-D-erythrooxetanosyl) Adenine by a Novel Ring Expansion Accompanying Transglycosidation.

ChemInform Abstract: Facile Synthesis of Morpholines and Azacrown Ethers by Ozonolysis of Cyclic Olefins and Reductive N-Alkylation.

Faculty Opinions recommendation of Ring expansion of 3-oxetanone-derived spirocycles: facile synthesis of saturated nitrogen heterocycles.

Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-carboxylates

ChemInform Abstract: Ring Expansion of 3-Oxetanone-Derived Spirocycles: Facile Synthesis of Saturated Nitrogen Heterocycles.

Ring expansion of halo dithiolanes and dithianes: a facile synthesis of medium-ring dithiacycloalkenes

ChemInform Abstract: Lewis Acid Mediated Ring Expansion Reaction of Benzo[b]cyclopropa[e]pyran-7-ol Acetates: Facile Synthesis of 2-Alkyl Substituted 2,3-Dihydro-1-benzoxepins.

Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-Carboxylates

Construction of Dibenzazocine Skeleton by Regiocontrolled Ring-Expansion Reaction of Cyclic Oxime with DIBAL-H: Facile Synthesis of 17β-Hydroxy­steroid Dehydrogenase Type 3 Inhibitor

Construction of Dibenzazocine Skeleton by Regiocontrolled Ring-Expansion Reaction of Cyclic Oxime with DIBAL-H: Facile Synthesis of 17β-Hydroxysteroid Dehydrogenase Type 3 Inhibitor