93529-27-2Relevant academic research and scientific papers
Synthesis of propellanes containing a bicyclo[2.2.2]octene unit: Via the Diels-Alder reaction and ring-closing metathesis as key steps
Kotha, Sambasivarao,Pulletikurti, Sunil
, p. 14906 - 14915 (2018/04/30)
The synthesis of propellanes containing bicyclo[2.2.2]octene via olefin metathesis approach is less explored. Herein, we describe a simple and convenient method to synthesize propellane derivatives containing a bicyclo[2.2.2]octene unit which are structurally similar to 11β-HSD1 inhibitors by sequential usage of the Diels-Alder reaction, C-allylation and ring-closing metathesis (RCM) as the key steps. Additionally, we expanded this approach to an endo-tricyclo[4.2.2.02,5]decene derivative which is a useful monomer for polymer synthesis and we have also synthesized basketene and anthracene-based propellanes using the same strategy.
Stereochemical Studies by PMR Spectroscopy: Configurational Assignment of Tricyclo2,5>deca-3,9-diene-7,8-dicarboxylic Anhydride
Verma, S. M.,Verma, Ashok K.
, p. 639 - 642 (2007/10/02)
Stereochemistry of the title compound (II) has been assigned through conformational analysis about the N-N and N-S (sp2) bonds by transforming the anhydride (II) into its hydrazide and imide derivatives.The characteristic resonance patterns demonstrate the endo-cis-endo-geometry of the molecule, i.e. both the cyclobutene and the anhydride rings are towards the cage olefinic bond.The 3,4-double bond of the compounds IIIa,b, IVa,d and Vd has been selectively reduced , and the spectral analyses of the reaction products further substantiate the proposed geometry.A preferred anti-orientation about the aryl C(2)-O bond, in the syn-conformation about the N-C(sp2) bond, in ortho-anisylamide derivatives, has been demonstrated.
