Convenient synthesis of diene–zirconocenes and regioselective partial reduction of the more highly substituted double bonds of conjugated dienes via complexation with zirconocenes and protonolysis

1993 ◽  
pp. 1830-1831 ◽  
Author(s):  
John P. Maye ◽  
Ei-ichi Negishi
Keyword(s):  
Conjugated Dienes ◽  
Partial Reduction ◽  
Double Bonds ◽  
Convenient Synthesis

Monoozonides of chloro-substituted conjugated dienes: preparation, stability, and some chemical reactions

1986 ◽  
Vol 64 (8) ◽  
pp. 1553-1559 ◽  
Author(s):  
Karl Griesbaum ◽  
Ashis R. Bandyopadhyay ◽  
Martin Meister
Keyword(s):  
Chemical Reactions ◽  
Conjugated Dienes ◽  
Double Bonds ◽  
Subsequent Reaction

The chlorodienes (E)-4-chloro-3-methyl-1,3-hexadiene (5a), (E)- and (Z)-4-chloro-2,3-dimethyl-1,3-hexadiene (5b/6b), (E,E)-5-chloro-4-methyl-2,4-heptadiene (5c), (4E)- and (4Z)-5-chloro-3,4-dimethyl-2,4-heptadiene (5d/6d), chloroprene (11a), and 2-chloro-3-methyl-1,3-butadiene (11b) are selectively ozonized at the non-chlorinated double bonds to give the corresponding monoozonides 7, 8, and 12. Further ozonolyses of the monoozonides of 5b and of 11b in methanol as well as epoxidation of the monoozonide of 5b and subsequent reaction of the resulting chloroepoxide with AgBF4 are described.

scholarly journals Specific Partial Reduction of Geranylgeranyl Diphosphate by an Enzyme from the Thermoacidophilic Archaeon Sulfolobus acidocaldarius Yields a Reactive Prenyl Donor, Not a Dead-End Product

2008 ◽  
Vol 190 (11) ◽  
pp. 3923-3929 ◽  
Author(s):  
Sho Sato ◽  
Motomichi Murakami ◽  
Tohru Yoshimura ◽  
Hisashi Hemmi
Keyword(s):  
Mass Spectrometry ◽  
Double Bond ◽  
Acid Hydrolysis ◽  
Membrane Lipids ◽  
Sulfolobus Acidocaldarius ◽  
Partial Reduction ◽  
Double Bonds ◽  
Geranylgeranyl Diphosphate ◽  
Dead End

ABSTRACT Geranylgeranyl reductase from Sulfolobus acidocaldarius was shown to catalyze the reduction of geranylgeranyl groups in the precursors of archaeal membrane lipids, generally reducing all four double bonds. However, when geranylgeranyl diphosphate was subjected to the reductase reaction, only three of the four double bonds were reduced. Mass spectrometry and acid hydrolysis indicated that the allylic double bond was preserved in the partially reduced product derived from geranylgeranyl diphosphate. Thus, the reaction product was shown to be phytyl diphosphate, which is a substrate for archaeal prenyltransferases, unlike the completely reduced compound phytanyl diphosphate.

Location of double bonds in diene and triene acetates by partial reduction followed by methylthiolation

2005 ◽  
Vol 1077 (1) ◽  
pp. 57-67 ◽  
Author(s):  
Gulab N. Jham ◽  
Athula B. Attygalle ◽  
Jerrold Meinwald
Keyword(s):  
Partial Reduction ◽  
Double Bonds

Addition of thianthrene cation radical to non-conjugated dienes—Part II: Addition to two double bonds

2006 ◽  
Vol 27 (2) ◽  
pp. 139-147 ◽  
Author(s):  
Bing-Jun Zhao ◽  
Henry J. Shine ◽  
John N. Marx ◽  
Anna T. Kelly ◽  
Cristina Hofmann ◽  
...  
Keyword(s):  
Cation Radical ◽  
Conjugated Dienes ◽  
Double Bonds

Synthesis of conjugated dienes and polyenes via diethyl phosphite promoted carbonyl olefination

RSC Advances ◽  
2014 ◽  
Vol 4 (74) ◽  
pp. 39497-39507 ◽  
Author(s):  
Ru Wang ◽  
Songlin Zhang
Keyword(s):  
Conjugated Dienes ◽  
Diethyl Phosphite ◽  
Double Bonds ◽  
One Pot ◽  
Carbonyl Olefination

A convenient one-pot protocol involving the transfer of carbon–carbon double bonds to obtain conjugated dienes and polyenes has been developed.

Anomalous ozone degradations of 1-chloro substituted conjugated dienes in methanol

1987 ◽  
Vol 65 (3) ◽  
pp. 487-490 ◽  
Author(s):  
Karl Griesbaum ◽  
Ashis R. Bandyopadhyay
Keyword(s):  
Conjugated Dienes ◽  
Double Bonds ◽  
Cleavage Reactions ◽  
Single Bonds

Diozonolyses in methanol of (E)-4-chloro-2,3-dimethyl-1,3-hexadiene (4a) and of (4E)-5-chloro-3,4-dimethyl-2,4-heptadiene (4b) resulted in complete cleavage of the double bonds and of the single bonds of the respective diene systems. The course of these anomalous cleavage reactions has been established by step-wise ozonolyses of these dienes, and by the identification of labile methoxy hydroperoxides as intermediates.

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