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2005
Enantioselective syntheses
O 0031
Highly Enantioselective Phase-Transfer-Catalyzed Alkylation of Protected
Acid Amides Toward Practical Asymmetric Synthesis of Vicinal
35- 029 α-Amino
Diamines, α-Amino Ketones, and α-Amino Alcohols. — Highly enantioselective
alkylation of amide (II) and Weinreb amide (XV) (see following scheme) is performed
under phase-transfer conditions using chiral quaternary ammonium salts (I) as catalysts. Less reactive simple secondary alkyl halides as well as β-branched primary alkyl
halides give good yields and stereoselectivities under these conditions (to be continued). — (OOI, T.; TAKEUCHI, M.; KATO, D.; UEMATSU, Y.; TAYAMA, E.; SAKAI,
D.; MARUOKA*, K.; J. Am. Chem. Soc. 127 (2005) 14, 5073-5083; Dep. Chem.,
Grad. Sch. Sci., Kyoto Univ., Sakyo, Kyoto 606, Japan; Eng.) — Klein
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