90695-53-7

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 5445-17-0 Methyl 2-bromopropionate 
• 86853-06-7 Methyl 2-methyl-3-oxo-5-phenyl-4-pentenoate 
• 292638-85-8 acrylic acid methyl ester 
• 67498-12-8 (E)-(2S,3S)-3-Hydroxy-2-methyl-5-phenyl-pent-4-enoic acid methyl ester 
• 186581-53-3 diazomethane 
• 67-56-1 methanol 
• 70633-78-2 (3R,4E)-(-)-3-Hydroxy-5-phenyl-4-pentensaeure-methylester 
• 74-88-4 methyl iodide 
• 98171-10-9 (E)-(2S,3S)-3-Hydroxy-2-methyl-5-phenyl-pent-4-enoic acid (1R,2S)-2-dimethylamino-1-phenyl-propyl ester 

Downstream Products

• 82414-48-0 (E)-(2S,3R)-3-Methoxy-2-methyl-5-phenyl-pent-4-enoic acid 
• 82414-47-9 (E)-(2S,3R)-3-Methoxy-2-methyl-5-phenyl-pent-4-enoic acid methyl ester 
• 82414-51-5 (E)-(2S,3S)-2-Methyl-5-phenyl-pent-4-ene-1,3-diol 
• 67498-12-8 (E)-syn-methyl 3-hydroxy-2-methyl-5-phenyl-4-pentanoate 
• 88155-83-3 methyl (E)-(3R^*,4S^*)-4-methoxy-3-methyl-6-phenylhexa-5-enoate 
• 73341-71-6 (+/-)-oudemansin A 
• 73341-71-6 oudemansin A 
• 107184-56-5 (E)-(2S,3R)-3-Acetoxy-2-methyl-5-phenyl-pent-4-enoic acid methyl ester 
• 86853-06-7 Methyl 2-methyl-3-oxo-5-phenyl-4-pentenoate 
• 92979-24-3 (2R,3R)-2,4-Bis-benzyloxy-3-methyl-butyraldehyde 
• 92979-25-4 (2R,3R)-2,4-Bis-benzyloxy-3-methyl-butan-1-ol 
• 92979-23-2 C₂₆H₂₈O₂ 
• 82414-51-5 (E)-(2R,3S)-2-Methyl-5-phenyl-pent-4-ene-1,3-diol 
• 90664-12-3 (2R,3S,4E)-(-)-(3-Methoxy-2-methyl-5-phenyl-4-pentenyl)-p-toluolsulfonat 

Relevant academic research and scientific papers

Homopetasinic acid isolated from Diaporthe sp. strain 1308-05

Homopetasinic acid (1) was isolated from fungi of the Diaporthe sp. strain 1308-05. NMR spectroscopic structural analysis revealed a petasol (3) substructure and a (4E,6E)-7-carboxy-3-hydroxy-2-methylhepta-4,6-dienoate side chain. The absolute configuration of the petasol moiety was established by the specific rotation value after basic hydrolysis. The (2′S,3′S)-configuration of the side chain was determined by NMR empirical methods as well as comparison of the spectral data with related model compounds. The absolute structure of the side chain moiety was established on the basis of ECD spectral analyses involving theoretical calculations. The biological activities of 1 are also discussed.

Generation of (E)-Silylketene acetals in a Rhodium-DuPhos catalyzed two-step reductive aldol reaction

(equation presented) Mechanistic studies employing in situ NMR analysis implicate intermediate silicon enolates as reactive intermediates in the Rh-DuPhos catalyzed two-step reductive aldol reaction with Cl2MeSiH. These enolates undergo noncata

LIPASE CATALYZED ENANTIOSELECTIVE HYDROLYSIS OF 2-METHYL 3-ACETOXY ESTERS

Highly enantioselective hydrolyses of syn-3-acetoxy-2-methyl ester and anti-3-acetoxy-2-methyl esters with lipase "Amano A" and lipase "Amano A-6" isolated from Aspergillus niger, are described.

IMPROVED ENANTIOSELECTIVE SYNTHESIS OF ANTI α-METHYL-β-HYDROXYESTERS THROUGH TiCl4-PPh3 MEDIATED ALDOL CONDENSATION

The complex between TiCl4 and PPh3 effectively catalyses the aldol addition of silyl ketene acetals to aldehydes dramatically improving the anti-syn ratios.

STEREOSELECTIVE ADDITIONS TO CARBOXYLIC ACID DIANIONS AND β-LACTONE SUBSTITUTED ESTER ENOLATES. APPLICATION TO THE SYNTHESIS OF RACEMIC EPI-BLASTMYCINONE, δ-MULTISTRIATINE, PARACONIC ESTERS AND LIGNANTYPE DILACTONES

New stereoselective syntheses are reported for racemic 4-epi-blastmycinone (6) and δ-multistriatine (13) utilizing the anti-configurated γ,δ-unsaturated β-hydroxy-carboxylic acids 2a/b.A diastereo- and enantioselective aldoltype addition of phenylacetic acid dianion to benzaldehyde has been achaived by employing optically active alkoxide amide bases.Finally, highly stereocontrolled additions to the novel β-lactone substituted ester enolates 22 are described.

Syntheses of (+)-Oudemansin and (+)-Epioudemansin Starting from Enantiomerically Pure Precursors; Absolute Configuration of the Naturally Occuring (-)-Oudemansin

The syntheses of the four optically pure methyl (E)-3-hydroxy-2-methyl-5-phenyl-4-pentenoates (+)- and (-)-5 as well as (+)- and (-)-6 were achieved by consecutive methylation and protonation of enolates, starting from (+)- and (-)-4.The esters (+)-6 and