60734-32-9Relevant academic research and scientific papers
Stereochemistry and reactivity of the HPA-imine Mannich intermediate
Polyak, Daniel,Phung, Ngan,Liu, Jian,Barrows, Robert,Emge, Thomas J.,Knapp, Spencer
supporting information, p. 3879 - 3883 (2017/09/15)
Homophthalic anhydride (HPA) typically reacts rapidly with benzalimines to afford the formal [4+2] adduct, a 1,2,3,4-tetrahydroisoquinolin-1-one-4-carboxylic acid. The stereochemical outcome of this reaction is consistent with an open transition state com
Trans-stereoselectivity in the reaction between homophthalic anhydride and imines
Vara, Yosu,Bello, Tamara,Aldaba, Eneko,Arrieta, Ana,Pizarro, Jose L.,Arriortua, Maria I.,Lopez, Xabier,Cossio, Fernando P.
supporting information; experimental part, p. 4759 - 4762 (2009/05/31)
(Equation Presented) The reaction between homophthalic anhydride and imines in the presence of TiCl4 and diisopropyl ethyl amine is frans-selective. Under these conditions, the reaction using homochiral imines can be highly diastereoselective,
A Study and Mechanistic Interpretation of the Electronic and Steric Effects That Determine the Stereochemical Outcome of the Reaction of Schiff Bases with Homophthalic Anhydride and 3-Phenylsuccinic Anhydride
Cushman, Mark,Madaj, Edmund J.
, p. 907 - 915 (2007/10/02)
A study has been undertaken of the electronic and steric effects that determine the ratios of cis- and trans-isoquinolones 9 formed in the condensation of para-substituted Schiff bases 8 with homophthalic anhydride (5).A linear correlation between the rat
