Mercury in organic chemistry. VI. Convenient stereospecific synthesis of .alpha.,.beta.-unsaturated carboxylic acids and esters via carbonylation of vinylmercurials

1975 ◽  
Vol 40 (22) ◽  
pp. 3237-3242 ◽  
Author(s):  
Richard C. Larock
Keyword(s):  
Organic Chemistry ◽  
Carboxylic Acids ◽  
Stereospecific Synthesis ◽  
Unsaturated Carboxylic Acids ◽  
Alpha Beta

scholarly journals A Convenient Method for Reduction of alpha,beta-Unsaturated Carboxylic Acids.

1961 ◽  
Vol 15 ◽  
pp. 1200-1200 ◽  
Author(s):  
Nils S. Hjelte ◽  
Christian Pedersen ◽  
Ole Buchardt ◽  
Gert E. Olsen ◽  
Christian Pedersen ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Convenient Method ◽  
Unsaturated Carboxylic Acids ◽  
Alpha Beta

Oxidative Cyclization of β,γ-Unsaturated Carboxylic Acids Using Hypervalent Iodine Reagents: An Efficient Synthesis of 4-Substituted Furan-2-ones

Synthesis ◽  
2017 ◽  
Vol 49 (13) ◽  
pp. 2907-2912 ◽  
Author(s):  
Kensuke Kiyokawa ◽  
Satoshi Minakata ◽  
Kenta Takemoto ◽  
Shunsuke Yahata ◽  
Takumi Kojima
Keyword(s):  
Organic Chemistry ◽  
Carboxylic Acids ◽  
Present Method ◽  
Medicinal Chemistry ◽  
Oxidative Cyclization ◽  
Hypervalent Iodine ◽  
Efficient Synthesis ◽  
Substitution Pattern ◽  
Unsaturated Carboxylic Acids

The oxidative cyclization of β-substituted β,γ-unsaturated carboxylic acids using a hypervalent iodine reagent to provide 4-substituted furan-2-one products, is reported. In this cyclization, the use of a highly electrophilic PhI(OTf)2, which is in situ prepared from PhI(OAc)2 and Me3SiOTf, is crucial. Depending on the substitution pattern at the α-position of the substrates, furan-2(5H)-ones or furan-2(3H)-ones are produced. Thus, the present method offers a useful tool for accessing various types of 4-substituted furan-2-ones that are important structural motifs in the field of organic chemistry and medicinal chemistry.

Regioselective and Stereospecific Synthesis of β,γ-Unsaturated Carboxylic Acids Using Allylbariums

Synlett ◽  
1992 ◽  
Vol 1992 (07) ◽  
pp. 593-594 ◽  
Author(s):  
Akira Yanagisawa ◽  
Katsutaka Yasue ◽  
Hisashi Yamamoto
Keyword(s):  
Carboxylic Acids ◽  
Stereospecific Synthesis ◽  
Unsaturated Carboxylic Acids
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