423765-60-0Relevant academic research and scientific papers
H-bonding as a control element in stereoselective Ru-catalyzed olefin metathesis
Hoveyda, Amir H.,Lombardi, Pamela J.,O'Brien, Robert V.,Zhugralin, Adil R.
supporting information; experimental part, p. 8378 - 8379 (2009/10/23)
(Chemical Equation Presented) H-bonding interactions have been exploitedextensively in the design of catalysts for stereoselective synthesis bu t have rarely been utilized in the development of metal-catalyzed processes. Studies described herein demonstrate that intramolecular H-bonding interactions can significantly increase the rate and levels of stereochemical control in Ru-catalyzed olefin metathesis reactions. The utility of H-bonding in catalytic olefin metathesis is elucidated through development of exceptionally facile and highly diastereoselective ring-opening/cross-metathesis (DROCM) reactions, involving achiral Ru catalysts and enantiomerically enriched allylic alcohols. Transformations proceed to completion readily (>98percent conversion, up to 87percent yield), often within minutes, in the presence of ≤2 mol percent of an achiral catalyst to afford synthetically versatile products of high stereochemical purity (up to >98:2 dr and 11:1 E:Z).
Synthesis of 4,4′-disubstituted azepines via ring-closing metathesis reaction and asymmetric arylation of lactones
Delhaye, Laurent,Merschaert, Alain,Diker, Khalid,Houpis, Ioannis N.
, p. 1437 - 1442 (2007/10/03)
The syntheses of the title compounds were accomplished via an original sequence of reactions including the ring-closing metathesis of ω-dienes by using the second-generation Grubbs' catalyst. The chiral diene precursors are available in racemic or optical
Enantioselective process for preparing arylated lactones and derivatives
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Page 5, (2008/06/13)
This invention provides a process for the arylation of lactones to form to chiral and achiral aryllactones having high enantioselectivity where applicable.
Nickel-BINAP catalyzed enantioselective α-arylation of α-substituted γ-butyrolactones
Spielvogel, Dirk J.,Buchwald, Stephen L.
, p. 3500 - 3501 (2007/10/03)
A Ni(0)-BINAP system is utilized for the highly enantioselective α-arylation of α-substituted γ-butyrolactones with aryl chlorides and bromides. α-Quaternization is achieved in moderate to excellent yields. Furthermore, the rate accelerating effect caused by the addition of Zn(II) salts is investigated. Copyright
