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

Araki, Takaaki; Ozawa, Tsukasa; Yokoe, Hiromasa; Kanematsu, Makoto; Yoshida, Masahiro; Shishido, Kozo

doi:10.1021/ol303204v.s001

ol303204v_si_001.pdf (7.56 MB)

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

journal contribution

posted on 2013-01-04, 00:00 authored by Takaaki Araki, Tsukasa Ozawa, Hiromasa Yokoe, Makoto Kanematsu, Masahiro Yoshida, Kozo Shishido

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.