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Boron‐ and Silicon‐Substituted [3]‐1‐Heterodendralenes as Versatile Building Blocks for the Rapid Construction of Polycyclic Architectures
Author(s) -
Tripoteau Fabien,
Verdelet Tristan,
Hercouet Alain,
Carreaux François,
Carboni Bertrand
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.201101624
Subject(s) - heteroatom , stereocenter , boron , stereoselectivity , trimethylsilyl , silicon , chemistry , stereochemistry , organic chemistry , materials science , nanotechnology , combinatorial chemistry , catalysis , ring (chemistry) , enantioselective synthesis
B and Si, additional assets : Skeletally diverse polycyclic compounds with up to six stereocenters were assembled with excellent stereoselectivity from simple 2‐vinyl α,β‐unsaturated aldehydes possessing a trimethylsilyl or a boronate group at position 3 (see scheme). The pre‐encoded skeletal information was ensured by the initial choice of the positions of the heteroatoms (O, Si or B).