Biotransformation of αβ-unsaturated carbonyl compounds: sulfides, sulfoxides, sulfones, nitriles and esters by yeast species: carbonyl group and carbon–carbon double bond reduction

1995 ◽  
pp. 2969-2988 ◽  
Author(s):  
Surinder Koul ◽  
David H. G. Crout ◽  
William Errington ◽  
Jiri Tax
Keyword(s):  
Double Bond ◽  
Carbonyl Group ◽  
Carbonyl Compounds ◽  
Yeast Species ◽  
Carbon Double Bond

Reduction of conjugate double bonds with trichlorosilane

2000 ◽  
Vol 78 (11) ◽  
pp. 1396-1398 ◽  
Author(s):  
Moni Chauhan ◽  
Philip Boudjouk
Keyword(s):  
Double Bond ◽  
Carbonyl Compounds ◽  
Double Bonds ◽  
Cyclic Ketones ◽  
Unsaturated Esters ◽  
Mild Conditions ◽  
Carbon Double Bond

A variety of α,β-unsaturated esters and cyclic ketones underwent smooth reduction of the carbon–carbon double bond with a combination of inexpensive and readily available trichlorosilane and CoCl2. The reactions are performed under very mild conditions and products are obtained in high yields.Key words: reduction, carbonyl compounds, trichlorosilane, ketones, chemoselectivity.

Formation of 2,2-disubstituted 1,3-cyclopentanediones from ketals with 1,2-bis(trimethylsilyloxy)cyclobutene

1993 ◽  
Vol 71 (9) ◽  
pp. 1311-1318 ◽  
Author(s):  
Yong-Jin Wu ◽  
Dean W. Strickland ◽  
Tracy J. Jenkins ◽  
Pei-Ying Liu ◽  
D. Jean Burnell
Keyword(s):  
Double Bond ◽  
Carbonyl Group ◽  
Lewis Acid ◽  
Steric Hindrance ◽  
Catalysed Reaction ◽  
Carbon Double Bond ◽  
Direct Formation

The direct formation of 2,2-disubstituted 1,3-cyclopentanedione compounds by a Lewis acid catalysed reaction with 1,2-bis(trimethylsilyloxy)cyclobutene proceeds in good to excellent yields with unhindered ketals, but steric hindrance reduces the yields considerably. A carbonyl group α or β to the ketal, or a carbon–carbon double bond α to the ketal, stops the reaction completely. Orthoesters do not give geminally acylated products in synthetically useful yields.

New agents for the selective reduction of the carbon-carbon double bond of .alpha.,.beta.-unsaturated carbonyl compounds

1991 ◽  
Vol 56 (23) ◽  
pp. 6720-6722 ◽  
Author(s):  
Yutaka Nishiyama ◽  
Masanori Yoshida ◽  
Shigeo Ohkawa ◽  
Sawako Hamanaka
Keyword(s):  
Double Bond ◽  
Carbonyl Compounds ◽  
Selective Reduction ◽  
New Agents ◽  
Carbon Double Bond ◽  
Alpha Beta

Lewis Acid Promoted Carbon−Carbon Double-Bond Formation via Organozinc Reagents and Carbonyl Compounds

2009 ◽  
Vol 74 (17) ◽  
pp. 6855-6858 ◽  
Author(s):  
Zhi-Yong Peng ◽  
Fang-Fang Ma ◽  
Lv-Feng Zhu ◽  
Xiao-Min Xie ◽  
Zhaoguo Zhang
Keyword(s):  
Double Bond ◽  
Lewis Acid ◽  
Carbonyl Compounds ◽  
Bond Formation ◽  
Carbon Double Bond ◽  
Organozinc Reagents

ChemInform Abstract: Lewis Acid Promoted Carbon—Carbon Double-Bond Formation via Organozinc Reagents and Carbonyl Compounds.

ChemInform ◽  
2010 ◽  
Vol 41 (3) ◽  
Author(s):  
Zhi-Yong Peng ◽  
Fang-Fang Ma ◽  
Lv-Feng Zhu ◽  
Xiao-Min Xie ◽  
Zhaoguo Zhang
Keyword(s):  
Double Bond ◽  
Lewis Acid ◽  
Carbonyl Compounds ◽  
Bond Formation ◽  
Carbon Double Bond ◽  
Organozinc Reagents
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