95585-63-0Relevant academic research and scientific papers
Diastereoselective synthesis of an advanced intermediate of the crocacin family using asymmetric transfer hydrogenation-DKR and Marshall allenylation as key reactions
Kumaraswamy, Gullapalli,Narayanarao, Vykunthapu,Shanigaram, Prakash,Balakishan, Guniganti
, p. 8960 - 8964 (2015)
The natural product of a crocacin-family structural scaffold bearing consecutive anti-anti-syn stereogenic centers was accomplished by means of ATH-DKR and Marshall allenylation reactions with high stereo-control levels. The salient feature of this process is that a single catalytic asymmetric Ru-complex was used for the chirality genesis of pivotal reactions with a high substrate-to-catalyst ratio.
Indene-based thiazolidinethione chiral auxiliary for propionate and acetate aldol additions
Osorio-Lozada, Antonio,Olivo, Horacio F.
, p. 617 - 620 (2008/04/12)
An indene-based thiazolidinethione chiral auxiliary was prepared in two steps from trans-1-amino-2-indanol. Chlorotitanium enolates of this chiral auxiliary delivered excellent diastereoselectivities in propionate and acetate aldol additions. The chiral a
Polycyclic molecules from linear precursors: Stereoselective synthesis of clavolonine and related complex structures
Evans, David A.,Scheerer, Jonathan R.
, p. 6038 - 6042 (2007/10/03)
(Chemical Equation Presented) A clever way to clavolonine: The total synthesis of the lycopodium alkaloid clavolonine (2) from a linear precursor 1 that contains the complete 16-carbon-atom chain is reported (see scheme). Intramolecular and transannular c
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.
THE ABSOLUTE CONFIGURATION OF OUDEMANSIN. TOTAL SYNTHESIS OF (-)-OUDEMANSIN.
Ajita, Hiroyuki,Koshiji, Hiroko,Furuichi, Akiya,Horikoshi, Koki,Oishi, Takeshi
, p. 2009 - 2010 (2007/10/02)
(-)-Oudemansin (1) was synthesized from the optically active intermediate 10 obtained by microbiological asymmetric reduction of β-keto ester 3.Oudemansin was found to have the 9S, 10S absolute configuration.
