252989-05-2Relevant academic research and scientific papers
Metalated nitriles: Chelation-controlled cyclizations to cis and trans hydrindanes and decalins
Fleming, Fraser F.,Viet, Anh Vu,Shook, Brian C.,Rahman, Moshfiqur,Steward, Omar W.
, p. 1431 - 1436 (2008/02/11)
(Chemical Equation Presented) Chelation provides a powerful means of stereocontrol in alkylations of metalated nitriles. Doubly deprotonating a series of cyclic β-hydroxynitriles triggers cyclizations that implicate metalated nitrile intermediates having
β-siloxy unsaturated nitriles: Stereodivergent cyclizations to cis- and trans-decalins
Fleming, Fraser F.,Shook, Brian C.,Jiang, Tao,Steward, Omar W.
, p. 737 - 745 (2007/10/03)
Nitrile and enolate anions exhibit divergent intramolecular cyclization stereoselectivities. Enolates cyclize to cis-decalones, whereas nitrile anions are predisposed to pyramidalize, cyclizing instead through a less-congested conformation to trans-decali
β-Siloxy unsaturated nitriles:Stereoselective cyclizations to cis- and trans-decalins
Fleming, Fraser F.,Shook, Brian C.,Jiang, Tao,Steward, Omar W.
, p. 1547 - 1550 (2008/02/09)
(matrix presented). β-Siloxy unsaturated nitriles are excellent precursors to enolate and nitrile anions that cyclize to cis- and trans-decalins, respectively. The stereoelectronic requirements of endocyclic enolates and exocyclic nitrile anions are compl
