ChemInform Abstract: Ti(II)-Mediated Allenyne Cyclization as a New Tool for Generation of Chiral Organotitanium Compounds. Asymmetric Generation of Cyclic Allyltitanium Reagents with No Chiral Auxiliary.
Abstract
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ChemInform Abstract
The cyclization of 1,2-dien-7-ynes, such as (I), and 1,2-dien-6-ynes, such as (V), with Ti complexes generated in situ from Ti(O-iPr)4 and iPr-MgCl leads to 1-alkenyl-2-alkylidenecyclopentanes in moderate to good yields. With chiral (V), the intermediate formation of new chiral titanabicycles allows the stereoselective addition to carbonyl compounds affording optically active substituted cyclopentanes, possible precursors of naturally occurring products.