96303-99-0Relevant academic research and scientific papers
Catalytic asymmetric addition of alkylzinc and functionalized alkylzinc reagents to ketones
Jeon, Sang-Jin,Li, Hongmei,Garcia, Celina,LaRochelle, Lynne K.,Walsh, Patrick J.
, p. 448 - 455 (2007/10/03)
(Chemical Equation Presented) We describe our full report of the catalytic asymmetric addition of simple and functionalized dialkylzinc reagents to a broad range of saturated ketones and enones. The functionalized organozinc reagents contain esters, silyl
Asymmetric Synthesis Using Chiral Acetals: Studies on the Nucleophilic Addition of Organometallics to Chiral α-Keto Acetals in Cyclic Systems
Tamura, Yasumitsu,Annoura, Hirokazu,Kondo, Hiroshi,Fuji, Masahiro,Yoshida, Takayuki,Fujioka, Hiromichi
, p. 2305 - 2313 (2007/10/02)
Four chiral cyclic α-keto acetals (3a-d) were prepared through transacetalization of the α-hydroxydimethyl acetals with (-)-(2S,3S)-1,4-dimethoxy-2,3-butanediol or (-)-(2R,3R)-2,3-butanediol and reacted with organometallic reagents (Grignard reagents and organolithium reagents).The reactions of the α-keto acetals (3a, 3b) derived from 1 and (-)-(2S,3S)-1,4-dimethoxy-2,3-butanediol with Grignard reagents proceeded in a highly diastereoselective manner.Keywords-Asymmetric synthesis; diastereoselective nucleophilic addition; chiral cyclic α-keto-acetal; (-)-(2S,3S)-1,4-dimethoxy-2,3-butanediol; (-)-(2R,3R)-2,3-butanediol; Grignard reagent; organolithium reagent
DIASTEREOFACE-DIFERENTIATING ADDITION OF ORGANOMETALLICS TOWARD CHIRAL α-KETOENAMINES
Fujisawa, Tamotsu,Watanabe, Makoto,Sato, Toshio
, p. 2055 - 2058 (2007/10/02)
The diastereoface-differentiating reaction of Grignard reagents or organolithium reagents toward chiral cyclic α-ketoenamines, prepared from the corresponding cycloalkane-1,2-dione and optically active pyrrolidine derivatives, was found to give, after hydrolysis, (R)- or (S)-α-hydroxycycloalkanones, respectively, in high enantiomeric excess.
