Influence of the conformation of methoxy-(2-naphthyl)acetates (2NMA esters) on their chemical reactions.

نویسندگان

  • S Fukuyoshi
  • T Ooi
  • T Kusumi
چکیده

An SN2 reaction (NaI) of 1,7-di(methanesulfoxyl)heptadien-4-yl methoxy-(2-naphthyl)acetate and a tributyltin hydride reduction of 1,7-diiodo-4-yl methoxy-(2-naphthyl)acetate (2NMA) is crucial for determination of the absolute configuration of secondary alcohols.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Steric and electronic ligand perturbations in catalysis: asymmetric allylic substitution reactions using C2-symmetrical phosphorus-chiral (bi)ferrocenyl donors.

Three series of P-chiral diphosphines based on ferrocene (1a-f, 2a-c) and biferrocenyl skeletons (3a-c), including novel ligands 1f and 3c, were employed in palladium-catalyzed allylic substitution reactions. Steric effects imposed by the phosphine residues were studied using C2-symmetrical donors 1 (1 = 1,1'-bis(arylphenylphosphino)ferrocene with aryl groups a = 1-naphthyl, b = 2-naphthyl, c =...

متن کامل

Coumarins and a naphthyl labdanoate diarabinoside from the fruits of Peucedanum grande C. B. Clarke.

Phytochemical investigations of the methanolic extract of the fruits of Peucedanum grande C. B. Clarke (Apiaceae) led to the identification of three coumarins and a naphthyl labdanoate diarabinoside characterized as 5-hydroxy-6-isopranyl coumarin (1), 5,6-furanocoumarin (2), 7-methoxy-5,6-furanocoumarin (3), and labdanyl-3alpha-ol-18-(3'"-methoxy-2"'-naphthyl-oate)-3alpha-L-arabinofuranosyl-(2'...

متن کامل

Photorelease of phosphates: Mild methods for protecting phosphate derivatives

We have developed a new photoremovable protecting group for caging phosphates in the near UV. Diethyl 2-(4-hydroxy-1-naphthyl)-2-oxoethyl phosphate (14a) quantitatively releases diethyl phosphate upon irradiation in aq MeOH or aq MeCN at 350 nm, with quantum efficiencies ranging from 0.021 to 0.067 depending on the solvent composition. The deprotection reactions originate from the triplet excit...

متن کامل

Crystal and Molecular Structure Studies of Ethyl 4-(4-Hydroxyphenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate and Ethyl 4-(3-Bromophenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate

The crystal and molecular structures of the title compounds, ethyl 4-(4-hydroxyphenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate (I) and ethyl 4-(3-bromophenyl)-6-(6-methoxy-2-naphthyl)-2-oxocyclohex-3-ene-1-carboxylate (II), are reported and confirmed by single crystal X-ray diffraction data. Compound (I), C26H24O5, crystallizes from a methanol solution in the monoclinic C2/c ...

متن کامل

Enantioselective hydrolysis of bromo- and methoxy-substituted 1-phenylethanol acetates using carrot and celeriac enzymatic systems.

Enantioselective hydrolysis of bromo- and methoxy-substituted 1-phenylethanol acetates was conducted using comminuted carrot (Daucus carota L.) and celeriac (Apium graveolens L. var. rapaceum) roots. Hydrolysis of the acetates led to alcohols, preferentially to R-(+)-enantiomers. Efficiencies of both reactions - hydrolysis of the acetates with an electron-donating methoxy group and oxidation of...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Chemical & pharmaceutical bulletin

دوره 48 8  شماره 

صفحات  -

تاریخ انتشار 2000