410098-23-6Relevant academic research and scientific papers
Diastereoselective synthesis of novel heterocyclic scaffolds through tandem Petasis 3-component/intramolecular Diels-Alder and ROM-RCM reactions
Ishoey, Mette,Petersen, Rico G.,Petersen, Michael ?.,Wu, Peng,Clausen, Mads H.,Nielsen, Thomas E.
, p. 9410 - 9413 (2017)
A high-yielding, stereoselective and extraordinarily complexity-generating Petasis 3-component/intramolecular Diels-Alder reaction has been developed. In combination with ROM-RCM, rapid access to complex sp3-rich heterocyclic scaffolds amenable
Generation of a Heteropolycyclic and sp3-Rich Scaffold for Library Synthesis from a Highly Diastereoselective Petasis/Diels–Alder and ROM–RCM Reaction Sequence
Flagstad, Thomas,Azevedo, Carlos M. G.,Troelsen, Nikolaj S.,Min, Geanna K.,Macé, Yohan,Willaume, Anthony,Guilleux, Rachel,Velay, Mélanie,Bonnet, Karine,Morgentin, Remy,Nielsen, Thomas E.,Clausen, Mads H.
, p. 1061 - 1076 (2019)
Efficient access to diverse screening compounds with desirable, lead-like properties can be a bottleneck in early drug discovery and chemical biology. Herein we present an efficient, rapid route to three structurally distinct classes of compounds (A–C) from a single precursor, which in turn is available through a one-pot Petasis 3-component reaction/Diels–Alder cascade reaction. We demonstrate the versatility of the approach through the synthesis of 35 exemplary compounds from the three classes, as well as by the production of 2188 final compounds, which have been included in the Joint European Compound Library of the European Lead Factory.
A tin hydride designed to facilitate removal of tin species from products of stannane-mediated radical reactions
Clive, Derrick L. J.,Wang, Jian
, p. 1192 - 1198 (2007/10/03)
The stannane 1, which is simple to prepare, behaves like the conventional reagents Bu3SnH and Ph3SnH in standard free radical reactions, but with the special characteristic that the tin-containing byproducts are easily and very largely removed by mild hydrolysis (LiOH-water-THF or TsOH-water-THF), which converts them into base-soluble (aqueous NaHCO3) materials. The performance of stannane 1 was evaluated for a range of radical reactions involving halides, selenides, Barton-McCombie deoxygenation, and enyne cyclization. In several cases the effectiveness of the workup procedure in removing tin species was monitored by 1H NMR.
