Premium
Cascade Pericyclic Reactions of Alleno‐Acetylenes: Facile Access to Highly Substituted Cyclobutene, Dendralene, Pentalene, and Indene Skeletons
Author(s) -
Reisinger Corinna M.,
RiveraFuentes Pablo,
Lampart Samuel,
Schweizer W. Bernd,
Diederich François
Publication year - 2011
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.201102852
Subject(s) - pericyclic reaction , cyclobutene , allene , pentalene , indene , cascade , chemistry , cascade reaction , aryne , combinatorial chemistry , photochemistry , computational chemistry , molecule , organic chemistry , catalysis , ring (chemistry) , chromatography
Fine tuning of cascade reaction pathways : The allene core of 1,3‐di‐ tert ‐butyl‐1,3‐diethynylallenes has been shown in the past to be essentially unreactive. However, its inherent reactivity could be unleashed by the introduction of tailored substituents to induce a variety of highly selective reaction cascades (e.g. 4π electrocyclization, see scheme). These novel processes provide rapid access to densely functionalized carbon skeletons of high molecular complexity in one‐pot operations.