121840-89-9

Upstream product

• 6651-43-0 1-(trimethylsiloxy)-1,3-butadiene 
• 34713-98-9 (R)-(-)-α-methoxyphenylacetyl chloride 
• 7021-09-2 rac-methoxyphenylacetic acid 
• 139157-56-5 Methoxy-phenyl-acetic acid (1R,2S,3R,5R,6S)-tricyclo[4.2.1.0^2,5]non-7-en-3-yl ester 
• 26164-26-1 (S)-2-methoxy-2-phenylacetic acid 
• 139157-56-5 (R)-Methoxy-phenyl-acetic acid (1R,2S,3R,5R,6S)-tricyclo[4.2.1.0^2,5]non-7-en-3-yl ester 
• 139157-56-5 Methoxy-phenyl-acetic acid (1R,2S,5R,6S)-tricyclo[4.2.1.0^2,5]non-7-en-3-yl ester 

Downstream Products

• 121742-01-6 (R)-Methoxy-phenyl-acetic acid (1S,6R)-6-formyl-6-methyl-cyclohex-2-enyl ester 
• 121742-01-6 (S)-Methoxy-phenyl-acetic acid (1S,6R)-6-formyl-6-methyl-cyclohex-2-enyl ester 
• 75909-39-6 (S)-Methoxy-phenyl-acetic acid (1R,6S)-6-formyl-cyclohex-2-enyl ester 
• 75909-39-6 (S)-Methoxy-phenyl-acetic acid (1S,6R)-6-formyl-cyclohex-2-enyl ester 
• 121741-99-9 (R)-Methoxy-phenyl-acetic acid (1R,4aS,8aS)-5,8-dioxo-1,4,4a,5,8,8a-hexahydro-naphthalen-1-yl ester 
• 121741-99-9 (S)-Methoxy-phenyl-acetic acid (1R,4aS,8aS)-5,8-dioxo-1,4,4a,5,8,8a-hexahydro-naphthalen-1-yl ester 
• 139157-60-1 (S)-Methoxy-phenyl-acetic acid (1S,4aR,9aR)-9,10-dioxo-1,4,4a,9,9a,10-hexahydro-anthracen-1-yl ester 
• 139157-60-1 (R)-Methoxy-phenyl-acetic acid (1S,4aR,9aR)-9,10-dioxo-1,4,4a,9,9a,10-hexahydro-anthracen-1-yl ester 
• 136066-48-3 (S)-Methoxy-phenyl-acetic acid (3aR,4S,7aR)-2-ethyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl ester 
• 136066-48-3 (R)-Methoxy-phenyl-acetic acid (3aR,4S,7aR)-2-ethyl-1,3-dioxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl ester 
• 87554-96-9 (R)-Methoxy-phenyl-acetic acid (1S,6R)-6-((S)-2-hydroxy-3,3-dimethyl-butyryl)-cyclohex-2-enyl ester 
• 87509-98-6 (R)-Methoxy-phenyl-acetic acid (1R,6S)-6-((S)-2-hydroxy-3,3-dimethyl-butyryl)-cyclohex-2-enyl ester 
• 87554-92-5 (R)-Methoxy-phenyl-acetic acid (1R,6S)-6-formyl-cyclohex-2-enyl ester 

Relevant academic research and scientific papers

A diels-alder approach to (-)-ovalicin

A round at the Oval: The antiangiogenic activity of the natural product ovalicin has sparked significant interest. A highly efficient enantio- and diastereoselective total synthesis of ovalicin proved successful in which the key step involved an endo sele

Diels-Alder reactions with dienes bearing a remote stereogenic center. Conformational model for diastereofacial selectivity

In Diels-Alder reactions of 1-acyloxydienes, the 1-O-methylmandeloxy group has the distinct advantage of serving dual functions. Not only is it an effective chiral auxiliary for Diels-Alder stereocontrol, but also it provides rather reliable determination of the absolute stereochemistry of the Diels-Alder adduct, via the Dale-Mosher NMR model, subject only to the ability to resolve the proper NMR resonances. Study of the Diels-Alder reactions of such chiral 1-acyloxydienes has led us to a transition structure model which uniquely explains the origin of the observed stereoselectivities and is supported by experimental evidence, including X-ray structures showing the conformations of three Diels-Alder adducts. The model may also have wider applicability in conformational analysis and control of selectivity in other reactions.