104804-92-4

Upstream product

• 22627-70-9 3-ethoxycyclopent-2-en-1-one 
• 90878-19-6 phenethylmagnesium chloride 
• 4683-50-5 3-methoxycyclopent-2-enone 
• 103-63-9 1-phenyl-2-bromoethane 
• 107617-10-7 7-(Toluene-4-sulfonyl)-1,4-dioxa-8-thia-spiro[4.5]decane 
• 104804-85-5 7-(2-phenylethyl)-7-(p-tolylsulfonyl)-1,4-dioxa-8-thiaspiro<4.5>-decane 8,8-dioxide 
• 104804-79-7 7-(p-tolylsulfonyl)-1,4-dioxa-8-thiaspiro<4.5>decane 8,8-dioxide 
• 104804-78-6 2-(p-tolylsulfonyl)-4-thianone 
• 57242-69-0 2,3-dihydro-4H-thiopyran-4-one 
• 3277-89-2 phenethylmagnesium bromide 
• 104804-88-8 1,4-dioxa-7-(2-phenylethyl)spiro<4.4>non-7-ene 

Downstream Products

• 102776-43-2 3-(S)-phenethyl cyclopentanone 
• 1083004-78-7 (S)-3-methyl-3-phenethylcyclopentanone 
• 1083004-80-1 (S)-3-ethyl-3-phenethylcyclopentanone 
• 1083004-81-2 (S)-3-isobutyl-3-phenethylcyclopentanone 
• 1383979-43-8 (2S,3R)-epoxy-3-(o-methylbenzyl)-cyclopentanone 

Relevant academic research and scientific papers

Transformation of γ-ketoaldehyde acetals into 3-substituted-2-cyclopentenones via cyanophosphates under mild conditions

The reaction of cyanophosphates, which are readily derived from γ-ketoaldehyde acetals, with TMSN3 (3 eq)/Bu2SnO (0.3 eq) in refluxing toluene directly furnished 3-substituted-2-cyclopentenones in modest to good yield under mild conditions. The present method was further applied toward the synthesis of dechlorotrichodenone C isolated from Trichoderma asperellum.

Highly enantioselective transfer hydrogenation of α,β- unsaturated ketones

We describe an efficient and highly enantioselective conjugate transfer hydrogenation of α,β-unsaturated ketones that is catalyzed by a salt made from tert-butyl valinate and a recently introduced powerful chiral phosphoric acid catalyst (TRIP). Copyright

One-pot sequential Cu-catalyzed reduction and Pd-catalyzed arylation of silyl enol ethers

(Chemical Equation Presented) Enantiomerically enriched β-substituted diphenylsilyl enol ethers, which can be prepared from Cu-catalyzed asymmetric conjugate reduction, are utilized in the Pd-catalyzed arylation of various aryl bromides. This new method p

Conjugate reduction of α,β-unsaturated carbonyl compounds catalyzed by a copper carbene complex

(Matrix presented) An N-heterocyclic carbene copper chloride (NHC-CuCl) complex (2) has been prepared and used to catalyze the conjugate reduction of α,β-unsaturated carbonyl compounds. The combination of catalytic amounts of 2 and NaOt-Bu with poly(methy

Dynamic kinetic resolution via asymmetric conjugate reduction: Enantio- and diastereoselective synthesis of 2,4-dialkyl cyclopentanones

Herein, we report the kinetic and the dynamic kinetic resolutions of racemic 3,5-dialkyl-2-cyclopenten-1-ones. Kinetic resolution, with good selectivity factors (25-52), was achieved by conjugate reduction with catalytic CuCl/NaOt-Bu/(S)-p-tol-BINAP and s

Asymmetric 1,4-reductions of and 1,4-additions to enoates and related systems

One aspect of the present invention relates to methods for the transition-metal-catalyzed asymmetric 1,4-addition of a nucleophile, e.g., hydride, to cyclic and acyclic enoates and enones. In certain embodiments of the methods of the present invention, th

An efficient synthesis of 2-cyclopentenones from γ-ketoaldehyde acetals using lithium trimethylsilyldiazomethane. Its application to the synthesis of trichodenone C

The reaction of γ-ketoaldehyde acetals with lithium trimethylsilyldiazomethane afforded 2-cyclopentenones via the 1,5-C-H insertion of alkylidene carbene in high to moderate yields. Using this method, the synthesis of trichodenone C was achieved. (C) 2000 Elsevier Science Ltd.

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.

REGIOSELECTIVE ALKYLATION AND THE RAMBERG-BAECKLUND TYPE REACTION OF α-(p-TOLYLSULFONYL)THIANE S,S-DIOXIDE. A NEW ROUTE TO THE SYNTHESIS OF 3-ALKYL-3-CYCLOPENTENONES

A new general olefin synthesis, via regioselective alkylation of α-(p-tolylsulfonyl)thiane S,S-dioxide, 1,4-dioxa-7-p-tolylsulfonyl-8-thiaspirodecane 8,8-dioxide, and subsequent Ramberg-Baecklung type elimination of p-toluenesulfinate and SO2, is here applied to the synthesis of 3-alkyl-3-cyclopentanones.