129381-41-5Relevant academic research and scientific papers
A new elimination with phasetransfer catalysis for cyclic ketene acetals
Bailey, William J.,Zhou, Lin-Lin
, p. 1539 - 1540 (1991)
A new elimination, which uses potassium t-butoxide as a base and Aliquat 336 as a phase transfer catalyst, has been developed for the synthesis of cyclic ketene acetals. This method has many advantages such as low temperature, high yield and short reactio
Heterodiene cycloadditoins of C2 symmetric 4,5-disubstituted ketene acetals: the nett asymmetric conjugate addition of recyclable acetic ester enolate equivalents to an activated enone
Wallace, Timothy W.,Wardell, Ian,Li, Ke-Dong,Leeming, Peter,Redhouse, Alan D.,Challand, S. Richard
, p. 2293 - 2308 (2007/10/02)
Heterodiene cycloadditions of 3-formylchromone 2 to a series of ketene acetals 1 derived from C2 symmetric 1,2-diarylethane-1,2-diols are diastereoselective.From (S,S)-1,2-di(o-tolyl)ethane-1,2-diol 6c the major cycloadduct 3c was isolated by crystallization and transformed by acid-catalysed methanolysis into (S)-methyl 4-oxo-3,4-dihydro-2H-1-benzopyran-2-ylacetate 5, together with the original 1,2-diol 6c which could be recycled.The structures of two cyclic carbonates 22a and 22c were determined by X-ray diffraction and used as models in seeking a mechanistic rationale for the stereoselective cycloadditions of the analogous ketene acetals 1a and 1c.
Nett Asymmetric Conjugate Addition of a Recyclable Acetic Ester Enolate Equivalent
Wallace, Timothy W.,Wardell, Ian,Li, Ke-Dong,Challand, S. Richard
, p. 1707 - 1708 (2007/10/02)
Heterodiene cycloadditions of 3-formyl chromone to ketene acetals derived from C2-symmetric 1,2-diarylethane-1,2-diols are diastereoselective; methanolysis of the cycloadducts derived from (S,S)-hydrobenzoin releases optically enriched methyl 3,4-dihydro-4-oxo-2H-1-benzopyran-2-ylacetate and the optically pure 1,2-diol.
