1373874-37-3Relevant academic research and scientific papers
The synthesis and development of 2,5-disubstituted tetrahydrofurans as potential scaffolds for diversity-oriented synthesis
Dobbs, Adrian P.,Dunn, Jonathan
, p. 2392 - 2395 (2012)
The synthesis of 2,5-disubstituted tetrahydrofurans from donor silylmethylcyclopropanes (without bearing an acceptor function) is described. Their further elaboration via a wide range of synthetic transformations is presented to highlight the potential of this method and the resulting THFs as potential scaffolds for diversity-oriented synthesis.
Synthesis and reactions of donor cyclopropanes: efficient routes to cis- and trans-tetrahydrofurans
Dunn, Jonathan,Dobbs, Adrian P.
, p. 7386 - 7414 (2015/08/24)
Abstract A detailed study on the synthesis and reactions of silylmethylcyclopropanes is reported. In their simplest form, these donor-only cyclopropanes undergo Lewis acid promoted reaction to give either cis- or trans-tetrahydrofurans, with the selectivity being reaction condition-dependant. The adducts themselves are demonstrated to be an important scaffold for structural diversification. The combination of a silyl-donor group in a donor-acceptor cyclopropane with novel acceptor groups is also discussed.
