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New Regiocontrolled Synthesis of Functionalized Pyrroles from 2‐Azetidinone‐Tethered Allenols
Author(s) -
Alcaide Benito,
Almendros Pedro,
Carrascosa Rocío,
Redondo María C.
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.200700788
Subject(s) - enantiopure drug , moiety , allene , ring (chemistry) , regioselectivity , chemistry , combinatorial chemistry , stereochemistry , lactam , organic chemistry , enantioselective synthesis , catalysis
A new one‐pot approach to synthesize densely substituted racemic and enantiopure pyrroles from β‐lactams has been developed. The approach relies on the regiocontrolled cyclization of β‐allenamine intermediates derived from the ring opening of 2‐azetidinone‐tethered allenols. In this approach four points of diversity are introduced, one of which is the position of the allene moiety on the β‐lactam ring.