@article{dd45fa4b8d134ee4803f197ec36634b5,
title = "Direct Catalytic Asymmetric Mannich-Type Reaction en Route to α-Hydroxy-β-amino Acid Derivatives",
abstract = "A direct catalytic Mannich-type reaction of α-oxygen-functionalized amides was achieved. The use of 7-azaindoline amide was crucial to facilitate direct enolization and subsequent stereoselective addition to imines in a cooperative catalytic system comprising a soft Lewis acid and Br{\o}nsted base. The operationally simple room-temperature protocol furnished a syn-Mannich adduct with high stereoselectivity. Divergent functional group transformation of the amide moiety of the product allowed for expeditious access to enantioenriched syn-configured α-hydroxy-β-amino carboxylic acid derivatives, highlighting the synthetic utility of the present catalysis.",
author = "Bo Sun and Roman Pluta and Naoya Kumagai and Masakatsu Shibasaki",
note = "Funding Information: This work was financially supported by ACT-C (JPMJCR12YO) from JST and KAKENHI (17H03025 and JP16H01043 in Precisely Designed Catalysts with Customized Scaffolding) from JSPS. R.P. thanks JSPS for a postdoctoral fellowship. Funding Information: This work was financially supported by ACT-C (JPMJCR12YO) from JST and KAKENHI (17H03025 and JP16H01043 in Precisely Designed Catalysts with Customized Scaffolding) from JSPS. R.P. thanks JSPS for a postdoctoral fellowship. Dr. Ryuichi Sawa, Ms. Yumiko Kubota, and Dr. Kiyoko Iijima at the Institute of Microbial Chemistry are gratefully acknowledged for their assistance with the spectroscopic analysis. We thank Dr. Publisher Copyright: {\textcopyright} 2018 American Chemical Society.",
year = "2018",
month = feb,
day = "2",
doi = "10.1021/acs.orglett.7b03609",
language = "English",
volume = "20",
pages = "526--529",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "3",
}