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An Expeditious Assembly of 3,4‐Benzannulated 8‐Oxabicyclo[3.2.1]octane Systems by [2+2+2] Alkyne Cyclotrimerisation: Total Synthesis of (–)‐Bruguierol A
Author(s) -
Ramana Chepuri V.,
Salian Sumanth R.,
Gonnade Rajesh G.
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700648
Subject(s) - alkyne , chemistry , octane , total synthesis , benzene , absolute configuration , stereochemistry , organic chemistry , catalysis
Facile construction of benzene‐fused 8‐oxabicyclo[3.2.1]octane systems by employing a cross alkyne cyclotrimerisation reaction was explored. With this procedure, (–)‐bruguierol A was synthesised, and its absolute configuration was established. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)