260443-67-2Relevant academic research and scientific papers
Desymmetrization of cyclic olefins via asymmetric Heck reaction and hydroarylation
Liu, Sijia,Zhou, Jianrong
, p. 11758 - 11760 (2013/12/04)
An asymmetric Heck reaction allows desymmetrization of substituted cyclic olefins in high dr and ee. A bisphosphine oxide is uniquely stereoselective for this purpose. Desymmetrization of bicyclic olefins via hydroarylation can also be realized in high ee.
Rapid synthesis of (±)-r-7-benzyloxymethyl-cyclopenta-cis-[4,5][1,3]-oxazolo[3,2-a] pyrimidinones versatile carbocyclic nucleoside precursors
Pérez, Nury,Gordillo, Barbara
, p. 671 - 676 (2007/10/03)
(±)-r-7-Benzyloxymethyl-cyclopenta-cis-[4,5][1,3]-oxazolo[3,2-a] pyrimidinones were synthesized in two steps from 1-hydroxymethyl-3-cyclopentene. These compounds are versatile intermediates for the synthesis of carbocyclic nucleosides. The synthesis has been accomplished by the iodofunctionalization of olefins as a method of coupling the pyrimidine bases and the carbocycle.
Concerning the synthesis and enantioselective rearrangements of episulfoxides
Blake, Alexander J.,Cooke, Paul A.,Kendall, Jackie D.,Simpkins, Nigel S.,Westaway, Susan M.
, p. 153 - 163 (2007/10/03)
A novel synthesis of episulfoxides having the norbornane skeleton is possible by use of a rhodium catalyst to effect SO transfer from from-stilbene episulfoxide to norbornene or norbornadiene. Analogous Rh2(OAc)4 catalysed sulfur transfer to these alkenes is also possible using propylene sulfide as the sulfur source. These methods did not give useful yields of products with alternative types of alkene substrate. A novel type of chiral lithium amide base reaction, involving the rearrangement of certain types of symmetrical ring-fused episulfoxides, gives alkenyl sulfoxide products in up to 88% ee. The structures of the products, including absolute stereochemistry, were assigned based on X-ray crystal structure determinations. The Royal Society of Chemistry 2000.
