Diastereoselective Intramolecular Carbamoylketene/Alkene [2 + 2] Cycloaddition: Enantioselective Access to Pyrrolidinoindoline Alkaloids

Diastereoselective Intramolecular Carbamoylketene/Alkene [2 + 2] Cycloaddition: Enantioselective Access to Pyrrolidinoindoline Alkaloids

A novel and highly diastereoselective intramolecular carbamoylketene/alkene [2 + 2] cycloaddition has been developed, and the methodology was successfully applied to the enantioselective syntheses of (−)-esermethole and Takayama’s intermediate for (+)-psychotrimine.

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2013-01, Vol.15 (1), p.200-203
Hauptverfasser: Araki, Takaaki, Ozawa, Tsukasa, Yokoe, Hiromasa, Kanematsu, Makoto, Yoshida, Masahiro, Shishido, Kozo
Format: Artikel
Sprache:eng
Schlagworte:
Alkenes - chemistry
Catalysis
Indole Alkaloids - chemical synthesis
Indole Alkaloids - chemistry
Molecular Structure
Physostigmine - analogs & derivatives
Physostigmine - chemical synthesis
Physostigmine - chemistry
Pyrroles - chemistry
Stereoisomerism
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A novel and highly diastereoselective intramolecular carbamoylketene/alkene [2 + 2] cycloaddition has been developed, and the methodology was successfully applied to the enantioselective syntheses of (−)-esermethole and Takayama’s intermediate for (+)-psychotrimine.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol303204v