Asymmetric additions to chiral naphthalenes. III. The synthesis of (+)-trans-1,2-disubstituted-1,2-dihydronaphthalenes

Cardio‐vascular safety of acetyl cholinesterase inhibitors in patients suffering from Alzheimer's disease; factors that predict poor tolerability

“…This sequence led to the isolation of 1,2‐dihydronaphthalenes 6 in moderate yields and in analytically pure form 8. The exclusive formation of the trans diastereomer can be rationalized by thermodynamic control, and is in accordance with the literature 9. The enantiomeric excess ( ee ) was unequivocally determined by HPLC on a chiral stationary phase.…”

1,2-Amino Alcohols and Their Heterocyclic Derivatives as Chiral Auxiliaries in Asymmetric Synthesis

“…[721][722][723][724][725][726][727][728] The resultant anion can be quenched by a variety of electrophiles to provide the ancat product, although careful control of the conditions can result in the syncat isomer when protonation is performed with a strong acid. [729][730][731] The trans addition is adequately illustrated as part of a synthesis of the AB-ring system of aklavinone (Scheme 175). 732 The reaction of the resultant anion to afford the trans product has been exploited in a wide variety of polycyclic ring syntheses.…”

Asymmetric Synthesis of 9-Alkyl-2-benzyl-6,7-benzomorphans: Characterization as Novel σ Receptor Ligands

“…The absolute configurations of starting alcohols 9 produced by the method shown in Scheme 1 are known 34,35 and were verified by comparison with the published optical rotation for each enantiomer. 33,36 As the stereochemistry of all three stereogenic centers in the product is determined by the stereochemistry of the alcohol starting material, the absolute stereochemistry of the benzomorphans 2a-c was established. Optical purities of 2a,c were determined to be g99% by HPLC analysis using a Sumichiral OA-4900 column (Rainin Instrument, Inc.).…”