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Titanium(IV) Chloride‐Mediated Carbocyclization of 1,6‐Enynes: Selective Synthesis of 3‐Azabicyclo[3.1.0]hexanes and Functionalized Allenes by Controlling the Reaction Temperature
Author(s) -
Zhang Zhen,
Shi Min
Publication year - 2011
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.201100129
Subject(s) - chemistry , chloride , titanium , reaction conditions , reaction mechanism , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis
1,6‐Enynes can be transformed into 3‐azabicyclo[3.1.0]hexanes and functionalized allenes in moderate to good yields along with moderate to high diastereoselectivities by controlling the reaction temperature in the presence of titanium(IV) chloride. A plausible mechanism is proposed.