75834-24-1

Upstream product

• 75834-18-3 (R)-3-phenylhex-5-enal 
• 3052-45-7 allyllithium 
• 53847-16-8 3-phenylhex-5-enal 
• 4392-24-9 Cinnamyl bromide 
• 142078-08-8 (4S)-3-((3S)-3-phenylhex-5-enoyl)-4-benzyl-1,3-oxazolidin-2-one 
• 76886-34-5 3-phenylmethoxy-1-phenyl-1-propanone 
• 85670-60-6 3-isopropoxy-1-phenyl-1-propanone 
• 80586-92-1 Allyl cinnamyl ether 
• 75834-11-6 (S)-(-)-1-Cinnamyl-(2-methoxymethyl)pyrrolidin 
• 128891-66-7 (4S)-4-benzyl-3-[(2E)-3-phenylprop-2-enoyl]-1,3-oxazolidin-2-one 
• 128947-02-4 (4R,5S)-1,5-dimethyl-3-[(2E)-3-phenyl-2-propenoyl]-4-phenyl-2-imidazolidinone 
• 128863-73-0 (4R,5S)-1,5-Dimethyl-4-phenyl-3-((R)-3-phenyl-hex-5-enoyl)-imidazolidin-2-one 

Downstream Products

• 442542-93-0 (3S)-4-oxiranyl-3-phenylbutan-1-ol 
• 85000-04-0 Acetic acid (S)-3-phenyl-hex-5-enyl ester 
• 75834-25-2 3-Phenyl-5-hexenyl-acetat 

Relevant academic research and scientific papers

How an early or late transition state impacts the stereoselectivity of tetrahydropyran formation by intramolecular oxa-Michael addition

The intramolecular oxa-Michael addition giving tetrahydropyrans has been examined experimentally using both acidic and basic catalysis. With acidic catalysis, the diequatorial product is exclusively obtained in a kinetically controlled reaction in all cas

Alkyl Ethers as Traceless Hydride Donors in Br?nsted Acid Catalyzed Intramolecular Hydrogen Atom Transfer

A new protocol for the deoxygenation of alcohols and the hydrogenation of alkenes under Br?nsted acid catalysis has been developed. The method is based on the use of either a benzyl or isopropyl ether as a traceless hydrogen-atom donor, and involves an intramolecular hydride transfer as a key step, which is achieved in a regio- and stereoselective manner.

Applications of the amino-cope rearrangement: Synthesis of tetrahydropyran, δ-lactone and piperidine targets

We report a novel approach to some chiral tetrahydropyran and δ-lactone targets that utilizes the asymmetric amino-Cope rearrangement as a key synthetic step. Products of amino-Cope rearrangement chemistry have also been applied to access piperidine targe

Chiral molecular recognition by aluminum tris(2,6-diphenylphenoxide) in an asymmetric 1,4-addition

A precomplex of a chiral α,β-unsaturated ester and a bulky aluminum oxide is crucial to setting the diastereoselectivity in the 1,4-addition of a Grignard or organolithium reagent. This approach based on chiral recognition broadens the potential of the strategies relying on stoichiometric reagents.

Design, synthesis, and biological evaluation of monopyrrolinone-based HIV-1 protease inhibitors

The design, synthesis, and biological evaluation of a series of HIV-1 protease inhibitors [(-)-6, (-)-7, (-)-23, (+)-24] based upon the 3,5,5-trisubstituted pyrrolin-4-one scaffold is described. Use of a monopyrrolinone scaffold leads to inhibitors with i

Synthetic applications of the amino-Cope rearrangement: Enantioselective synthesis of some tetrahydropyrans

We report a novel and enantioselective approach to 2,4-disubstituted tetrahydropyrans that utilises the asymmetric amino-Cope rearrangement as a key synthetic step.

Addition diastereoselective d'allyl cuprates a des imides chirales insaturees

Magnesium diallyl cuprate will add to unsaturated imides, synthesized from chiral imidazolidinones, with very high diastereoselectivity and good yields.Isoprenyl cuprate gives addition with lower yield and stereoselectivity.The products show total allylic inversion.

Chiral Homoenolate Equivalents, II. - Asymmetric Synthesis of 3-Substituted 3-Phenylpropionaldehydes via Metallated Chiral Cinnamylamines

The diastereomeric excess obtained in alkylation reactions of the chiral homoenolate equivalent 22 with prolinol ether as chiral auxiliary leading to the formation of phenylpropionaldehydes 24 depends strongly on the solvent used.The structure of the alkylating reagent on the other hand is not important.The best results (about 9:1) are obtained in tert-butyl methyl ether as solvent.Other chiral auxiliaries testet were uneffective. - Key Words: Chiral homoenolate equivalents / Alkylation / Chiral 1-aminoallyl anions / Chiral aldehydes

CHIRAL HOMOENOLATE EQUIVALENTS. I. ASYMMETRIC SYNTHESIS OF β-SUBSTITUTED ALDEHIDES VIA METALATED CHIRAL ALLYLAMINES

Metalated chiral allylamines of type 2 (M = Li, K) are used as chiral homoenolate equivalents and allow after alkylation and acidic hydrolysis asymmetric C-C bond formations to β-substituted aldehydes in enantiomeric excesses up to 67percent.