24105-07-5

Upstream product

• 97694-65-0 3-allyltetrahydrothiopyran-4-one 
• 91791-07-0 6-Allyl-1,4-dioxa-8-thia-spiro[4.5]decane 
• 91791-12-7 6-allyl-1,4-dioxa-8-thiaspiro<4,5>-decane 8,8-dioxide 
• 91791-14-9 6-n-propyl-1,4-dioxa-8-thiaspiro<4.5>decane 8,8-dioxide 
• 123-72-8 butyraldehyde 
• 120-92-3 cyclopentanone 
• 3008-40-0 cyclopentane-1,2-dione 
• 83125-34-2 6-Methyl-5-hepten-2-one cyclohexylimine 
• 125630-61-7 9-Methyl-dec-8-en-5-one 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 4160-61-6 3-methoxycarbonyltetrahydropyran-4-one 
• 1072-72-6 Tetrahydrothiopyran-4-one 
• 16424-53-6 trans-5-octenoic acid 
• 86119-84-8 phosphoric acid 

Relevant academic research and scientific papers

METHOD FOR SYNTHESIZING NOVEL COMPOUNDS DERIVED FROM 3-HYDROXY-CYCLOPENTYL ACETIC ACID

The present invention relates to compounds of formula (I): in which R1 is a hydrogen atom, a phenyl radical, or a straight or branched, saturated or unsaturated hydrocarbon radical having 1 to 8 carbon atoms.

Cyclic ketones, their preparation and their use in the synthesis of amino acids

A method is provided for making an enantiomerically pure of the formula: in which R and R′ represent C1?C10 alkyl, C2?C10 alkenyl or C3?C10 cycloalkyl and the wedges signify (S)- or (R)-stereochemistry, the substituents in compound (II) being trans. Conjugate addition is carried out between an organometallic nucleophile that provides a group R as defined above and (R)-4-acetoxycyclopent-2-en-1-one, (S)-4-acetoxycyclopent-2-en-1-one or a similar compound in which acetoxy is replaced by another leaving group to give, e.g. in the case of the acetoxy compound, a trans 3,4-disubstituted addition product of formula III or IV; The acetyl group is eliminated from the addition product to give an (R)- or (S)-4-alkyl or 4-alkenyl cyclopent-2-en-1-one the compound of formula is then to be hydrogenated to give a cyclopentanone of formula (I) or conjugate addition of a second organometallic nucleophile that provides a group R′ as defined above to the compound of the above formula may be carried out to give a trans 3,4-disubstituted addition product of formula (II). One of the above compounds may be converted e.g. via an intermediate (XV)-(XVIII) (in which the substituents R and R′ and the wedges have the meanings indicated above) to a gabapentin analogue of one of the formulae shown below: in which the substituents R and R′ and the wedges also have the meanings indicated above.

A CONVENIENT METHOD FOR THE PRODUCTION OF 2-SUBSTITUTED 2-CYCLOPENTEN-1-ONES FROM ALKYL (ALKENYL) 2-CHLOROCYCLOPROPYL KETONES

2-Substituted 2-cyclopenten-1-ones were obtained with good yields by the reaction of the respective 2-chlorocyclopropyl ketones with an aqueous solution of sodium hydroxide.

Synthesis of 2-Alkyl-2-cyclopenten-1-ones. A Versatile Kinetic Alkylation-Ozonolysis Procedure for the Preparation of γ-Ketoaldehydes

A range of 2-alkyl-2-cyclopenten-1-ones including the prostaglandin precursor 2-(6-methoxycarbonylhexyl)-2-cyclopenten-1-one and the jasmonoid precursor 2--2-cyclopenten-1-one, have been prepared by a short synthetic route which begins with 6-methyl-5-hepten-2-one and generates the key 1,4-ketoaldehyde intermediates by a kinetic alkylation-ozonolysis procedure.

A Regioselective Synthesis of Cyclopentenones from 4-Thianone

Alkyl-substituted 3-cyclopentenones 4 and 5 were prepared in moderate to good yields starting from 4-thianone by the selective alkylation and Ramberg-Baecklund-type reactions.One route starts with 6-alkyl-1,4-dioxa-8-thiaspirodecane 8,8-dioxides (8) and another with 7-alkyl-1,4-dioxa-7-(p-tolylsulfonyl)-8-thiaspirodecane 8,8-dioxides (15), followed by acid-catalyzed cleavage of the 1,3-dioxolane ring of 1,4-dioxaspironon-7-enes 9 and 16 to afford 4 and 5.

TETRAHYDROTHIOPYRAN-4-ONE. A USEFUL 5 C SYNTHON FOR THE SYNTHESIS OF 3-CYCLOPENTENONES

2-Alkyl-3-cyclopentenones were prepared in moderate yields starting from tetrahydrothiopyran-4-one by the one-pot Ramberg-Baecklung reaction of 6-alkyl-1,4-dioxa-8-thiaspirodecane-8,8-dioxides, followed by acid catalyzed de-dioxolanation.

FACILE SYNTHESIS OF 2-SUBSTITUTED CYCLOPENTENONES

An efficient synthesis of 2-substituted cyclopentenones is reported.Key reactions are the cyclopropanation of 2,2-dimethyl-3(2H)-furanone and subsequent conversion to the title compounds by oxidative fragmentation.