Stereoselective synthesis of both (E)- and (Z)-1,2,4-heptatrien-6-ynes. Formation of an .alpha.,3-dehydrotoluene biradical, trapping by an intramolecular carbon-carbon double bond, and decay of the resulting new biradical via an intramolecular route

Yemane W. Andemichael; Yu Gui Gu; Kung K. Wang

doi:10.1021/jo00029a002

Stereoselective synthesis of both (E)- and (Z)-1,2,4-heptatrien-6-ynes. Formation of an .alpha.,3-dehydrotoluene biradical, trapping by an intramolecular carbon-carbon double bond, and decay of the resulting new biradical via an intramolecular route

The Journal of Organic Chemistry ◽

10.1021/jo00029a002 ◽

1992 ◽

Vol 57 (3) ◽

pp. 794-796 ◽

Cited By ~ 32

Author(s):

Yemane W. Andemichael ◽

Yu Gui Gu ◽

Kung K. Wang

Keyword(s):

Double Bond ◽

Stereoselective Synthesis ◽

Carbon Double Bond

Download Full-text

ChemInform Abstract: Stereoselective Synthesis of Both E- and Z-1,2,4-Heptatrien-6-ynes. Formation of an α,3-Dehydrotoluene Biradical, Trapping by an Intramolecular Carbon-Carbon Double Bond, and Decay of the Resulting New Biradical via an Intramolecular

ChemInform ◽

10.1002/chin.199226104 ◽

2010 ◽

Vol 23 (26) ◽

pp. no-no

Author(s):

Y. W. ANDEMICHAEL ◽

Y. G. GU ◽

K. K. WANG

Keyword(s):

Double Bond ◽

Stereoselective Synthesis ◽

Carbon Double Bond

Download Full-text

ChemInform Abstract: Titanium-Mediated Direct Carbon-Carbon Double Bond Formation to α-Trifluoromethyl Acids: A New Contribution to the Knoevenagel Reaction and a High-Yielding and Stereoselective Synthesis of α-Trifluoromethylacrylic Acids.

ChemInform ◽

10.1002/chin.201216072 ◽

2012 ◽

Vol 43 (16) ◽

pp. no-no

Author(s):

Yanmei Liu ◽

Hua Lai ◽

Bo Rong ◽

Tie Zhou ◽

Jia Hong ◽

...

Keyword(s):

Double Bond ◽

Stereoselective Synthesis ◽

Bond Formation ◽

Knoevenagel Reaction ◽

Carbon Double Bond

Download Full-text

Stereoselective Synthesis of Enediynes and Enyne Allenes Having a Tetrasubstituted Central Carbon-Carbon Double Bond

The Journal of Organic Chemistry ◽

10.1021/jo00096a014 ◽

1994 ◽

Vol 59 (17) ◽

pp. 4738-4742 ◽

Cited By ~ 21

Author(s):

Zhongguo Wang ◽

Kung K. Wang

Keyword(s):

Double Bond ◽

Stereoselective Synthesis ◽

Carbon Double Bond ◽

Central Carbon

Download Full-text

Titanium-Mediated Direct Carbon-Carbon Double Bond Formation to α-Trifluoromethyl Acids: A New Contribution to the Knoevenagel Reaction and a High-Yielding and Stereoselective Synthesis of α-Trifluoromethylacrylic Acids

Advanced Synthesis & Catalysis ◽

10.1002/adsc.201100339 ◽

2011 ◽

Vol 353 (17) ◽

pp. 3161-3165 ◽

Cited By ~ 12

Author(s):

Yanmei Liu ◽

Hua Lai ◽

Bo Rong ◽

Tie Zhou ◽

Jia Hong ◽

...

Keyword(s):

Double Bond ◽

Stereoselective Synthesis ◽

Bond Formation ◽

Knoevenagel Reaction ◽

Carbon Double Bond

Download Full-text

ChemInform Abstract: Stereoselective Synthesis of Enediynes and Enyne-Allenes Having a Tetrasubstituted Central Carbon-Carbon Double Bond.

ChemInform ◽

10.1002/chin.199511085 ◽

2010 ◽

Vol 26 (11) ◽

pp. no-no

Author(s):

Z. WANG ◽

K. K. WANG

Keyword(s):

Double Bond ◽

Stereoselective Synthesis ◽

Carbon Double Bond ◽

Central Carbon

Download Full-text

RNA-Seq used to identify ipsdienone reductase (IDONER): A novel monoterpene carbon-carbon double bond reductase central to Ips confusus pheromone production

Insect Biochemistry and Molecular Biology ◽

10.1016/j.ibmb.2020.103513 ◽

2021 ◽

pp. 103513

Author(s):

Katherine E. Fisher ◽

Richard L. Tillett ◽

Misha Footohi ◽

Cody Caldwell ◽

Juli Petereit ◽

...

Keyword(s):

Double Bond ◽

Pheromone Production ◽

Rna Seq ◽

Ips Confusus ◽

Carbon Double Bond ◽

Double Bond Reductase

Download Full-text

Reactions of 4-Pyrones with Azomethine Ylides as a Chemoselective Method for the Construction of Multisubstituted Pyrano[2,3-c]pyrrolidines

Synthesis ◽

10.1055/s-0040-1706032 ◽

2021 ◽

Author(s):

Dmitrii L. Obydennov ◽

Vyacheslav D. Steben’kov ◽

Konstantin L. Obydennov ◽

Sergey A. Usachev ◽

Vladimir S. Moshkin ◽

...

Keyword(s):

Double Bond ◽

Ring Opening ◽

Azomethine Ylides ◽

Azomethine Ylide ◽

Dipolar Cycloaddition ◽

Computational Studies ◽

Carbon Double Bond ◽

Reactivity Indexes ◽

Reaction Proceeds

Abstract4-Pyrones bearing electron-donating and electron-withdrawing groups react with nonstabilized azomethine ylides to form pyrano[2,3-c]pyrrolidines in moderate to good yields. The reaction proceeds chemoselectively as a 1,3-dipolar cycloaddition of the azomethine ylide at the carbon–carbon double bond of the pyrone activated by the electron-withdrawing substituent. The reactivity of 4-pyrones toward azomethine ylides was rationalized by computational studies with the use of reactivity indexes. The pyrano[2,3-c]pyrrolidine moiety could be modified, for example by a ring-opening transformation under the action of hydrazine to provide pyrazolyl-substituted pyrrolidines.

Download Full-text

Substituent Effects on the Reactivity of the Silicon−Carbon Double Bond. Mechanistic Studies of the Ene-Addition of Acetone to Reactive Arylsilenes

Organometallics ◽

10.1021/om970875v ◽

1998 ◽

Vol 17 (4) ◽

pp. 645-651 ◽

Cited By ~ 11

Author(s):

Christine J. Bradaric ◽

William J. Leigh

Keyword(s):

Double Bond ◽

Substituent Effects ◽

Mechanistic Studies ◽

Carbon Double Bond ◽

Silicon Carbon ◽

Ene Addition

Download Full-text

Cycloaddition reactions across the carbon-carbon double bond of thiirene 1,1-dioxide

The Journal of Organic Chemistry ◽

10.1021/jo00181a040 ◽

1984 ◽

Vol 49 (7) ◽

pp. 1300-1302 ◽

Cited By ~ 16

Author(s):

Mitsuo Komatsu ◽

Yasuo Yoshida ◽

Masatoshi Uesaka ◽

Yoshiki Ohshiro ◽

Toshio Agawa

Keyword(s):

Double Bond ◽

Cycloaddition Reactions ◽

Carbon Double Bond

Download Full-text

ChemInform Abstract: Electrooxidative Fission of Carbon-Carbon Double Bond in a K2OsO2(OH)4/ HIO4 Double Mediatory System.

ChemInform ◽

10.1002/chin.199605042 ◽

2010 ◽

Vol 27 (5) ◽

pp. no-no

Author(s):

H. TANAKA ◽

R. KIKUCHI ◽

M. BABA ◽

S. TORII

Keyword(s):

Double Bond ◽

Carbon Double Bond

Download Full-text

Stereoselective synthesis of both (E)- and (Z)-1,2,4-heptatrien-6-ynes. Formation of an .alpha.,3-dehydrotoluene biradical, trapping by an intramolecular carbon-carbon double bond, and decay of the resulting new biradical via an intramolecular route

ChemInform Abstract: Stereoselective Synthesis of Both E- and Z-1,2,4-Heptatrien-6-ynes. Formation of an α,3-Dehydrotoluene Biradical, Trapping by an Intramolecular Carbon-Carbon Double Bond, and Decay of the Resulting New Biradical via an Intramolecular

ChemInform Abstract: Titanium-Mediated Direct Carbon-Carbon Double Bond Formation to α-Trifluoromethyl Acids: A New Contribution to the Knoevenagel Reaction and a High-Yielding and Stereoselective Synthesis of α-Trifluoromethylacrylic Acids.

Stereoselective Synthesis of Enediynes and Enyne Allenes Having a Tetrasubstituted Central Carbon-Carbon Double Bond

Titanium-Mediated Direct Carbon-Carbon Double Bond Formation to α-Trifluoromethyl Acids: A New Contribution to the Knoevenagel Reaction and a High-Yielding and Stereoselective Synthesis of α-Trifluoromethylacrylic Acids

ChemInform Abstract: Stereoselective Synthesis of Enediynes and Enyne-Allenes Having a Tetrasubstituted Central Carbon-Carbon Double Bond.

RNA-Seq used to identify ipsdienone reductase (IDONER): A novel monoterpene carbon-carbon double bond reductase central to Ips confusus pheromone production

Reactions of 4-Pyrones with Azomethine Ylides as a Chemo­selective Method for the Construction of Multisubstituted Pyrano[2,3-c]pyrrolidines

Substituent Effects on the Reactivity of the Silicon−Carbon Double Bond. Mechanistic Studies of the Ene-Addition of Acetone to Reactive Arylsilenes

Cycloaddition reactions across the carbon-carbon double bond of thiirene 1,1-dioxide

ChemInform Abstract: Electrooxidative Fission of Carbon-Carbon Double Bond in a K2OsO2(OH)4/ HIO4 Double Mediatory System.

Reactions of 4-Pyrones with Azomethine Ylides as a Chemoselective Method for the Construction of Multisubstituted Pyrano[2,3-c]pyrrolidines