88072-56-4Relevant academic research and scientific papers
Diastereoselective Michael Additions of β-Lactone Enolates to Dimethyl Maleate
Mulzer, Johann,Chucholowski, Alexander,Lammer, Ortrud,Jibril, Ibrahim,Huttner, Gottfried
, p. 869 - 871 (1983)
The Michael addition of the β-lactone enolates (4) to dimethyl maleate (5) proceeds with efficient stereocontrol of both of the newly formed chiral centres.
STEREOSELECTIVE ADDITIONS TO CARBOXYLIC ACID DIANIONS AND β-LACTONE SUBSTITUTED ESTER ENOLATES. APPLICATION TO THE SYNTHESIS OF RACEMIC EPI-BLASTMYCINONE, δ-MULTISTRIATINE, PARACONIC ESTERS AND LIGNANTYPE DILACTONES
Mulzer, Johann,Lasalle, Peter de,Chucholowski, Alexander,Blaschek, Ursula,Bruentrup, Gisela,et al.
, p. 2211 - 2218 (2007/10/02)
New stereoselective syntheses are reported for racemic 4-epi-blastmycinone (6) and δ-multistriatine (13) utilizing the anti-configurated γ,δ-unsaturated β-hydroxy-carboxylic acids 2a/b.A diastereo- and enantioselective aldoltype addition of phenylacetic acid dianion to benzaldehyde has been achaived by employing optically active alkoxide amide bases.Finally, highly stereocontrolled additions to the novel β-lactone substituted ester enolates 22 are described.
