67252-79-3

Upstream product

• 67152-34-5 (R)-3-Methyl-2-phenylbutyltosylat 
• 705-58-8 3-methyl-1-phenyl-2-butanol 
• 464-78-8 (1S)-(+)-ketopinic acid 
• 17763-67-6 Phenyl triflate 
• 1888-75-1 isopropyllithium 
• 74669-78-6 2-(α-Benzyl-β-hydroxy-β-methylpropyloxy)tetrahydropyran 
• 74669-79-7 (S)-3-Methyl-1-phenyl-3-buten-2-ol 
• 46114-16-3 2-amino-1-phenyl-3-methylbutane 
• 196106-01-1 (R)-3-methyl-2-phenylbutan-1-amine 
• 86527-09-5 Acetic acid 1-benzyl-2-methyl-propyl ester 

Relevant academic research and scientific papers

Microbially Mediated Enantioselective Ester Hydrolyses Utilizing Rhizopus nigricans. A New Method of Assigning the Absolute Stereochemistry of Acyclic 1-Arylalkanols

The fungus Rhizopus nigricans has been used to effect the enantioselective hydrolysis of 22 acetates of acyclic 1-arylalkanols.The absolute stereochemistry of all the chiral alcohols formed can be accounted for by a rule which is based on the relative sizes of substituents on the carbinol carbon.The relative sizes of substituents deduced from these hydrolyses have been compared with those assigned from Horeau's method for the same compounds and found to be identical; i.e., a phenyl group or heterocyclic ring is always larger than an alkyl group.The use of R. nigricans to prepare chiral alcohols and use of the rule to predict their configuration constitute a new method of assigning the absolute stereochemistry of secondary alcohols.With minor modifications this method can also be used to prepare gram quantities of chiral alcohols of both configurations.

Catalytic conjunctive cross-coupling enabled by metal-induced metallate rearrangement

Transition metal catalysis plays a central role in contemporary organic synthesis. Considering the tremendously broad array of transition metal-catalyzed transformations, it is remarkable that the underlying elementary reaction steps are relatively few in

Chiral Mitsunobu reactions with (1S)-(+)-ketopinic acid: Kinetic resolutions of secondary alcohols

Several secondary alcohols undergo the Mitsunobu reaction with triphenylphosphine, diethyl azodicarboxylate and (1S)-(+)-ketopinic acid (0.5 equiv. each relative to alcohol) in CH2Cl2 solution at -23°C, to furnish the chiral secondar

Stereochemistry of Aliphatic Carbocations, 15. Rearrangements in 2-Arylalkyl Systems

Phenyl shifts from secondary to primary carbon proceed with virtually complete inversion at the migration origin, regardless whether they are induced by solvolysis of the aryl sulfonate 25 or by deamination of the amines 12, 17, 26, and 43.Sequential rearrangements (Ph, CH3 and Ph, H) are likewise stereo- and regiospecific.These results strongly support the intervention of phenonium ions.In contrast, the competitive alkyl shifts (deamination only) from benzylic to primary carbon produce but a small excess of inversion (Me 27percent, Et 13percent, iPr 20percent, tBu 3percent).Obviously, benzyl cations are the predominant intermediates.