Titanium(IV) Chloride-Mediated Stereoselective α-Alkylidenation to Efficiently Assemble Multisubstituted 1,3-Dienes

Titanium(IV) Chloride-Mediated Stereoselective α-Alkylidenation to Efficiently Assemble Multisubstituted 1,3-Dienes

A direct access to multisubstituted 1,3‐dienes by α‐exclusive alkylidenation of crotonic derivatives has been developed. This protocol, mediated by titanium tetrachloride chelation, features excellent regio‐ and stereoselectivity, mild reaction conditions, easy operation and wide substrate scope. Co...

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Veröffentlicht in:Advanced synthesis & catalysis 2016-12, Vol.358 (24), p.3977-3982
Hauptverfasser: Sun, Rengwei, Song, Wei, Ma, Chunmei, Zhang, Huiwen, Yu, Xinhong
Format: Artikel
Sprache:eng
Schlagworte:
alkylidenation
Catalysis
Chelation
Chlorides
conjugated dienes
Conversion
Derivatives
Dienes
Molecular chains
regioselectivity
Stereoselectivity
Substrates
Synthesis (chemistry)
Tetrachlorides
Titanium chlorides
titanium(iv) chloride
vinylogous aldol condensation
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Zusammenfassung:A direct access to multisubstituted 1,3‐dienes by α‐exclusive alkylidenation of crotonic derivatives has been developed. This protocol, mediated by titanium tetrachloride chelation, features excellent regio‐ and stereoselectivity, mild reaction conditions, easy operation and wide substrate scope. Conversions of the derived dienes to other useful molecules were also explored.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201601025