86853-07-8

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 104-53-0 3-phenyl-propionaldehyde 
• 67498-12-8 (E)-(2S,3S)-3-Hydroxy-2-methyl-5-phenyl-pent-4-enoic acid methyl ester 
• 292638-85-8 acrylic acid methyl ester 
• 86853-06-7 Methyl 2-methyl-3-oxo-5-phenyl-4-pentenoate 
• 5445-17-0 Methyl 2-bromopropionate 
• 186581-53-3 diazomethane 
• 70633-77-1 (3S,4E)-(+)-3-Hydroxy-5-phenyl-4-pentensaeure-methylester 
• 74-88-4 methyl iodide 
• 90695-45-7 (2R,3R,4E)-(+)-3-Hydroxy-2-methyl-5-phenyl-4-pentensaeure-methylester 
• 107184-56-5 (E)-(2S,3R)-3-Acetoxy-2-methyl-5-phenyl-pent-4-enoic acid methyl ester 

Downstream Products

• 86838-35-9 (E)-(2S,3R)-2-Methyl-5-phenyl-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-pent-4-enoic acid methyl ester 
• 90695-44-6 (2R,3R,4E)-(+)-2-Methyl-5-phenyl-4-penten-1,3-diol 
• 90695-49-1 (+)-Oudemansin 
• 90664-03-2 (2R,3R,4E)-(-)-3-Methoxy-2-methyl-5-phenyl-4-penten-1-ol 
• 90664-07-6 (1E,3R,4S)-(+)-5-Brom-3-methoxy-4-methyl-1-phenyl-1-penten 
• 90664-05-4 (3R,4S,5E)-(+)-4-Methoxy-3-methyl-6-phenyl-5-hexennitril 
• 90664-01-0 (1E,3R,4R)-(+)-4-Methyl-5--1-phenyl-1-penten-3-ol 
• 90695-47-9 (3R,4S,5E)-(-)-4-Methoxy-3-methyl-6-phenyl-5-hexensaeure-methylester 
• 90664-02-1 (1E,3R,4R)-(-)-3-Methoxy-4-methyl-5--1-phenyl-1-penten 
• 90695-50-4 (2E,3R,4S,5E)-methyl 4-methoxy-2-(methoxymethylene)-3-methyl-6-phenylhex-5-enoate 
• 90664-04-3 (2R,3R,4E)-(-)-(3-Methoxy-2-methyl-5-phenyl-4-pentenyl)-p-toluolsulfonat 
• 86853-06-7 Methyl 2-methyl-3-oxo-5-phenyl-4-pentenoate 
• 82414-51-5 (E)-(2R,3S)-2-Methyl-5-phenyl-pent-4-ene-1,3-diol 
• 92979-23-2 C₂₆H₂₈O₂ 

Relevant academic research and scientific papers

Asymmetric aldol reaction with diisopinocampheyl enolborinates of propionates

A convenient and general, reagent-controlled, diastereo-and enantioselective aldol reaction of diisopinocampheylboron enolates of esters, followed by reduction, has been developed as an alternative to crotylboration-ozonolysis. This protocol was then expl

Chelation-controlled ester-derived titanium enolate aldol reaction: Diastereoselective syn-aldols with mono- and bidentate aldehydes

A chelation-controlled and highly diastereoselective synthesis of syn-aldols is described. Aldol reaction of (S)-valinol-derived ester with a variety of aldehydes proceeded with high syn-diastereoselectivities (up to 99:1) and isolated yields (94%).

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.

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

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.

THE ABSOLUTE CONFIGURATION OF OUDEMANSIN. TOTAL SYNTHESIS OF (-)-OUDEMANSIN.

(-)-Oudemansin (1) was synthesized from the optically active intermediate 10 obtained by microbiological asymmetric reduction of β-keto ester 3.Oudemansin was found to have the 9S, 10S absolute configuration.