127641-88-7Relevant academic research and scientific papers
Carbon Dioxide as a Protecting Group: Highly Efficient and Selective Catalytic Access to Cyclic cis-Diol Scaffolds
Laserna, Victor,Fiorani, Giulia,Whiteoak, Christopher J.,Martin, Eddy,Escudero-Adán, Eduardo,Kleij, Arjan W.
, p. 10416 - 10419 (2014)
The efficient and highly selective formation of a wide range of (hetero)cyclic cis-diol scaffolds using aminotriphenolate-based metal catalysts is reported. The key intermediates are cyclic carbonates, which are obtained in high yield and with high levels of diastereo- and chemoselectivity from the parent oxirane precursors and carbon dioxide. Deprotection of the carbonate structures affords synthetically useful cis-diol scaffolds with different ring sizes that incorporate various functional groups. This atom-efficient method allows the simple construction of diol synthons using inexpensive and accessible precursors and green metal catalysts and showcases the use of CO2 as a temporary protecting group. Protective Carbon: Aminotriphenolate complexes of FeIII and AlIII are highly efficient and selective catalysts for the conversion of functional (multi)cyclic oxiranes into the corresponding cis carbonates. Basic hydrolysis of the latter provides a series of useful cyclic cis-diol scaffolds in high yield. In this process, CO2 acts as both a temporary protecting group and an oxygen donor.
Synthesis of 1-Hydroxy-2-(hydroxy/hydroxymethyl)benzosuberans as Potential Biodynamic Agents
Prasad, Mohan,Rastogi, Shri Niwas
, p. 753 - 757 (2007/10/02)
Hydrogenation of 2-hydroxymethylenebenzosuber-1-one (3), prepared by formylation of benzosuber-1-one (1), gives 2-hydroxymethylbenzosuberan (6) whereas KBH4 reduction of 3 affords 1,2-cis-1-hydroxy-2-hydroxymethylbenzosuberan (4). 1,2-cis-1,2-Dihydroxyben
