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Et 2 SBr⋅SbCl 5 Br: An Effective Reagent for Direct Bromonium‐Induced Polyene Cyclizations
Author(s) -
Snyder Scott A.,
Treitler Daniel S.
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200903834
Subject(s) - polyene , chemistry , reagent , geraniol , yield (engineering) , farnesol , electrophile , computational chemistry , reactivity (psychology) , organic chemistry , combinatorial chemistry , catalysis , materials science , medicine , alternative medicine , chromatography , pathology , essential oil , metallurgy
It's all about reactivity : Although bromonium‐induced cation–π cyclizations are commonly utilized by nature to fashion six‐membered rings from a diverse set of polyene precursors, no general laboratory method exists that can achieve the same breadth of substrate scope. An easily synthesized and handled reagent is described (see scheme) that is capable of directly, broadly, and rapidly effecting such reactions in good yield with a variety of geraniol, farnesol, and nerol derivatives.