%0 Journal Article
%T α-Cyclodextrin Encapsulation of Bicyclo[1.1.1]pentane Derivatives: A Storable Feedstock for Preparation of [1.1.1]Propellane.
%A Matsunaga T
%A Kanazawa J
%A Ichikawa T
%A Harada M
%A Nishiyama Y
%A Duong NT
%A Matsumoto T
%A Miyamoto K
%A Uchiyama M
%J Angew Chem Int Ed Engl
%V 60
%N 5
%D 02 2021 1
%M 33205884
%F 16.823
%R 10.1002/anie.202014997
%X The bicyclo[1.1.1]pentane (BCP) scaffold is useful in medicinal chemistry, and many protocols are available for synthesizing BCP derivatives from [1.1.1]propellane. Here, we report (1) the α-cyclodextrin (α-CD) encapsulation of BCP derivatives, affording a stable, readily storable material from which BCPs can be easily and quantitatively recovered and (2) new and simple protocols for deiodination reaction of 1,3-diiodo BCP to afford [1.1.1]propellane in protic/aprotic/polar/non-polar solvents. The combination of these methodologies enables simple, on-demand preparation of [1.1.1]propellane in various solvents under mild conditions from α-CD capsules containing 1,3-diiodo BCP.