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Organocatalytic Approach to Benzofused Nitrogen‐Containing Heterocycles: Enantioselective Total Synthesis of (+)‐Angustureine
Author(s) -
Fustero Santos,
Moscardó Javier,
Jiménez Diego,
PérezCarrión María Dolores,
SánchezRoselló María,
del Pozo Carlos
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200801480
Subject(s) - enantioselective synthesis , chemistry , organocatalysis , organic chemistry , nitrogen , combinatorial chemistry , catalysis
Simply selective : The organocatalytic intramolecular aza‐Michael reaction (IMAMR) was employed as an enantioselective tool to generate enantiomerically enriched isoindolines, indolines, tetrahydroquinolines, and tetrahydroisoquinolines from o ‐substituted alkylidenes, anilines and benzylamines (see scheme). The methodology was applied to the synthesis of the natural product (+)‐Angustureine.