107968-14-9Relevant academic research and scientific papers
Asymmetric Synthesis Using Chiral Acetals: Highly Diastereoselective Addition of Organocerium Reagents to Chiral α-Aldoxime-Ether Acetal
Fujioka, Hiromichi,Fuji, Masahiro,Okaichi, Yoshihiko,Yoshida, Takayuki,Annoura, Hirokazu,et al.
, p. 602 - 605 (2007/10/02)
Nucleophilic addition of organometallic reagents to the chiral α-aldoxime-ether acetal (1) was studied.Among the reagents, organocerium reagents showed higher reactivity and stereoselectivity, giving the N-oxygenated chiral amine derivatives (6Aa-c) in a highly diastereoselective manner, whereas Grignard and organolithium reagents afforded no 6.As an application of the reaction, the synthesis of (-)-N-acetylamphetamine (11) was achieved.
Asymmetric Synthesis Using Chiral Acetals: Studies on the Nucleophilic Addition of Organometallics to Chiral α-Keto Acetals in Open-Chain Systems
Tamura, Yasumitsu,Annoura, Hirokazu,Fuji, Masahiro,Yoshida, Takayuki,Takeuchi, Ritsuko,Fujioka, Hiromichi
, p. 4736 - 4746 (2007/10/02)
Nucleophilic addition of organometallic reagents (Grignard reagents and organolithium reagents) to three chiral α-keto acetals (1a-c) in open-chain systems was studied.The reactions of the chiral α-keto acetals (1a,1b) having a chiral auxiliary as a keton
DIASTEREOSELECTIVE NUCLEOPHILIC ADDITION TO CHIRAL OPEN-CHAIN α-KETOACETALS: SYNTHESIS OF (R)- AND (S)-MEVALOLACTONE
Tamura, Yasumitsu,Ko, Tomoko,Kondo, Hiroshi,Annoura, Hirokazu,Fuji, Masahiro,et al.
, p. 2117 - 2120 (2007/10/02)
Highly stereoselective addition of Grignard reagents to chiral open-chain α-ketoacetals (3a,3b) has been attained.Application of the reaction to syntheses of the key intermediates (6,8) for (R)- and (S)-mevalolactone is also described.
