Enantioselective Synthesis of Aminoindan Carboxylic Acid Derivatives by the Catalytic Intramolecular [2+2+2] Cycloaddition of Amino-Acid-Tethered Triynes

Tahara, Y. k., Obinata, S., Kanyiva, K. S., Shibata, T., Mándi, A., Taniguchi, T., Monde, K.: Enantioselective Synthesis of Aminoindan Carboxylic Acid Derivatives by the Catalytic Intramolecular [2+2+2] Cycloaddition of Amino-Acid-Tethered Triynes.
Eur. J. Org. Chem. 2016 (7), 1405-1413, 2016.

doi DEA WoS Scopus

Folyóirat-mutatók:

Q1 Organic Chemistry

Q1 Physical and Theoretical Chemistry

cím:

Enantioselective Synthesis of Aminoindan Carboxylic Acid Derivatives by the Catalytic Intramolecular [2+2+2] Cycloaddition of Amino-Acid-Tethered Triynes

szerzők:

Tahara, Yu-ki
Obinata, Shuhei
Kanyiva, Kyalo Stephen
Shibata, Takanori
Mándi Attila
Taniguchi, Tohru
Monde, Kenji

kiadás éve:

2016

típus:

folyóiratcikk

műfaj:

idegen nyelvű folyóiratközlemény külföldi lapban

folyóirat:

European Journal Of Organic Chemistry (ISSN: 1434-193X, 1099-0690)

nyelv:

angol

MAB:

természettudományok, kémiai tudományok

tárgyszavak:

Enantioselectivity, Cycloaddition, Rhodium, Amino acids

absztrakt:

The enantioselective synthesis of aminoindan carboxylic acid (Aic) derivatives was achieved by Rh-catalyzed intramolecular [2+2+2] cycloaddition of amino-acid-tethered triynes. This reaction, along with recrystallization, gave chiral tethered Aic derivatives with excellent enantiomeric excess. Subsequent hydrolysis of the tethered Aic compounds afforded chiral Aic derivatives, which were further transformed into a free Aic and its dimethyl ester in good yields.