Thiol esters in organic synthesis. XVI. Formation of α,β-unsaturated thiol esters via a Wadsworth–Emmons process

1991 ◽  
Vol 69 (6) ◽  
pp. 934-936 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Patricia A. Rose ◽  
Doug J. Sasaki
Keyword(s):  
Key Words ◽  
Organic Synthesis ◽  
Thiol Esters ◽  
Wittig Reagent

α,β-Unsaturated thiol esters could be readily prepared via a Wadsworth–Emmons reaction using diethyl alkylthiocarbonylmethylphosphonate, which proved to be superior in reactivity to the corresponding Wittig reagent. Key words: α,β-unsaturated thiol esters, Wadsworth–Emmons reaction.

Thiol esters in organic synthesis. X. A new approach to 1,5-ketols and 5-hydroxy esters using S,S'-diethyl dithiomalonate as an ethanol carbanion equivalent

1982 ◽  
Vol 60 (1) ◽  
pp. 94-96 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Isaac V. Oppong
Keyword(s):  
Organic Synthesis ◽  
Raney Nickel ◽  
Michael Addition ◽  
New Approach ◽  
Unsaturated Esters ◽  
Thiol Esters ◽  
Hydroxy Esters

Michael addition of S,S′-diethyl dithiomalonate to conjugated enones and α,β-unsaturated esters followed by reduction with Raney nickel gave rise to 1,5-ketols and 5-hydroxy esters respectively in good yields.

Thiol esters in organic synthesis. XIV. The total synthesis of racemic α-costal

1986 ◽  
Vol 64 (4) ◽  
pp. 658-666 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Hla Wynn
Keyword(s):  
Total Synthesis ◽  
Organic Synthesis ◽  
Salient Feature ◽  
Tert Butyl ◽  
Racemic Form ◽  
Thiol Esters

The first total synthesis of α-costal (1) in racemic form has been achieved in an unequivocal manner whereby the structure previously assigned to the natural aldehyde is confirmed. A salient feature of the synthesis is the use of S-tert-butyl cyanothiolacetate to facilitate the introduction of the labile acrolein unit.

Thiol esters in organic synthesis.

1982 ◽  
Vol 23 (31) ◽  
pp. 3151-3154 ◽  
Author(s):  
Hsing-Jang Liu ◽  
Hla Wynn
Keyword(s):  
Organic Synthesis ◽  
Thiol Esters
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