4420-11-5

Upstream product

• 14114-06-8 cyclopropylidenecyclohexane 
• 29800-45-1 spiro[3.5]nonan-1-one 
• 75-21-8 oxirane 
• 40195-26-4 1-methoxy-1-trimethylsilyloxymethylenecyclohexane 
• 4630-82-4 methyl cyclohexylcarboxylate 
• 865459-93-4 C₁₇H₂₄O₃ 
• 3196-23-4 methyl 1-bromocyclohexanecarboxylate 
• 41487-76-7 methyl 1-(2-oxoethyl)cyclohexane-1-carboxylate 

Downstream Products

• 865459-95-6 C₁₅H₂₀O₂S 

Relevant academic research and scientific papers

Birch Reduction of Arenes as an Easy Entry to γ-Spirolactones

A convenient method for the synthesis of γ-spirolactones in only 2–3 steps is described. Birch reduction of inexpensive and commercially available aromatic carboxylic acids in the presence of ethylene oxide affords hydroxy acids, which undergo direct lactonization during work-up. Suitable precursors are methyl-substituted benzoic acids, naphthoic, and dicarboxylic acids. Subsequent hydrogenation proceeds smoothly with Pd/C as catalyst and saturated γ-spirolactones are isolated in excellent yields and stereoselectivities. Thus, up to 3 new stereogenic centers can be constructed as sole diastereomers from achiral benzoic acids. Furthermore, it is possible to control the degree of saturation with Raney nickel or Wilkinson's catalyst to obtain products with 1 double bond. Overall, more than 30 new γ-spirolactones have been synthesized in analytically pure form.

Facile Synthesis of Single α-tert-Alkylated Acetaldehydes by Hydroxyalkylation of Enamides in Aqueous Solution

In this work, we established a general protocol to synthesize single α-tert-alkylated acetaldehydes via Cu-catalyzed hydroxyalkylation of enamides in aqueous solutions. The yields of the products were very high and there was excellent functional group compatibility. Our reaction allows easy access to highly functionalized acetaldehydes that can be used to synthesize further useful compounds including spirocycles. The control experiments revealed that this reaction includes hydroxyalkylation processes via radical reactions.

SULFUR COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE

The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.

Reaction of silyl ketene acetals with epoxides: A new method for the synthesis of γ-butanolides

Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords butanolides in moderate/good yields. With epihalohydrins the reaction is regioselective and occurs at the less substituted end of the epoxide; the γ-haloalkyl-γ-butanolides thus obtained can be further transformed into various products. Graphical Abstract

Titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides: A new method for the synthesis of γ-butanolides

A new method for the synthesis of γ-butanolides is described. The titanium tetrachloride promoted reaction of silyl ketene acetals with epoxides, followed by acidic work-up, affords the corresponding butyrolactones in 44-83% yield.

Cyclopropylidenecyclanes Oxydation par l'acide peroxycarboximidique

The title reaction gives a mixture of four compounds .A 2-cyclohexyllideneoxetane is invoked as intermediary to account for the unusual lactone formation.