10576-64-4

Upstream product

• 33046-84-3 (2E)-5-phenyl-2-pentenal 
• 104-53-0 3-phenyl-propionaldehyde 
• 55282-95-6 ethyl (2E)-5-phenylpent-2-enoate 
• 477531-94-5 (2E,4E)-ethyl 7-phenylhepta-2,4-dienoate 
• 600144-08-9 methyl (2E,4E)-7-phenylhepta-2,4-dienoate 
• 37904-38-4 5-phenylpent-1-en-3-ol 
• 1374313-55-9 5-phenylpent-1-en-3-yl but-3-enoate 
• 26923-50-2 3,4-dehydro-6-(2-phenylethyl)tetrahydropyran-2-one 
• 75553-23-0 (E)-5-phenyl-2-penten-1-ol 

Relevant academic research and scientific papers

Enantioselective and Diastereodivergent Synthesis of Spiroindolenines via Chiral Phosphoric Acid-Catalyzed Cycloaddition

A diastereodivergent and enantioselective synthesis of chiral spirocyclohexyl-indolenines with four contiguous stereogenic centers is achieved by a chiral phosphoric acid-catalyzed cycloaddition of 2-susbtituted 3-indolylmethanols with 1,3-dienecarbamates. Modular access to two different diastereoisomers with high enantioselectivities was obtained by careful choice of reaction conditions. Their functional group manipulation provides an efficient access to enantioenriched spirocyclohexyl-indolines and -oxindoles. The origins of this stereocontrol have been identified using DFT calculations, which reveal an unexpected mechanism compared to our previous work dealing with enecarbamates.

Catalytic Regio- and Enantioselective Alkylation of Conjugated Dienyl Amides

A method for catalytic asymmetric alkylation of conjugated dienyl amides has been developed and it allows efficient and high-yielding transformations of a wide range of polyconjugated amides into the corresponding chiral products. Smooth addition of organomagnesium reagents to relatively unreactive dienyl amides with excellent 1,6- and 1,4-selectivities, as well as enantioselectivites above 90 %, is achieved owing to the complementary action of the Lewis acid and a chiral copper-based catalyst.

NOVEL 1,3-BENZOXAZOL-2(3H)-ONES AND THEIR USE AS MEDICAMENTS AND COSMETICS

The present invention relates to a novel class of 1,3-benzoxazol-2(3H) -ones of formula (1) and their use as a medicament, preferably as a dermatologic agent, and as a cosmetic. These novel compounds are particularly useful in treating and/or preventing inflammation, irritation, itching, pruritus, pain, oedema and/or pro-allergic or allergic conditions in a patient. Usually they are topically applied to the skin or mucosa in the form of a pharmaceutical or cosmetic composition comprising the compound and a pharmaceutically and/or cosmetically acceptable carrier.

One-flask tethered ring closing metathesis-electrocyclic ring opening for the highly stereoselective synthesis of conjugated Z/E-dienes

A one-flask reaction sequence comprising ring closing metathesis (RCM) of butenoates derived from allylic alcohols and a base-mediated ring opening gives 2Z,4E-configured dienoic acids in high yields and stereoselectivities. Application of the method to the synthesis of the natural product fusanolide A suggests that the originally published structure was erroneously assigned and should be revised. Ring closing metathesis (RCM) of butenoates derived from allylic alcohols can be combined with base-induced ring opening in a one-flask sequence. In this way, dienoic acids become accessible in an operationally simple procedure in very high yields and excellent stereoselectivities, with the tether remaining in the product as a valuable functional group for further transformations. Copyright

NOVEL E,E-DIENE COMPOUNDS AND THEIR USE AS MEDICAMENTS AND COSMETICS

The present invention relates to a novel class of E,E-diene compounds and their use as a medicament, preferably as a dermatologic agent, and as a cosmetic. These novel compounds are particularly useful in treating and/or preventing inflammation, irritation, itching, pruritus, pain, oedema and/or pro-allergic or allergic conditions in a patient. Usually they are topically applied to the skin or mucosa in the form of a pharmaceutical or cosmetic composition comprising the compound and a pharmaceutically and/or cosmetically acceptable carrier.

A STEREOSELECTIVE SYNTHESIS OF (2Z,4E)-DIENOIC ACID INVOLVING MASKED FUNCTIONAL GROUPS: n-Bu4NF INDUCED RING-OPENING OF α,β-UNSATURATED δ-LACTONE

n-Bu4NF induced ring-opening of α,β-unsaturated δ-lactone produced (2Z,4E)-dienoic acid without affecting acetoxyl groups present in the side chain of the lactone ring.