Mild and selective reduction of aldehydes utilising sodium dithionite under flow conditions

• Nicole C. Neyt and
• Darren L. Riley

Beilstein J. Org. Chem. 2018, 14, 1529–1536, doi:10.3762/bjoc.14.129

• the selective reduction of aldehydes in the presence of ketones and has been demonstrated as a continuous process. Keywords: aldehyde reduction; flow chemistry; selective reduction; sodium dithionite; Introduction Flow chemistry and continuous processing has been acknowledged by the American

Solution-phase automated synthesis of an α-amino aldehyde as a versatile intermediate

• Hisashi Masui,
• Sae Yosugi,
• Shinichiro Fuse and
• Takashi Takahashi

Beilstein J. Org. Chem. 2017, 13, 106–110, doi:10.3762/bjoc.13.13

• originally developed automated synthesizer, ChemKonzert. The developed procedure was also useful for the synthesis of Garner’s aldehyde analogues possessing fluorenylmethyloxycarbonyl (Fmoc) or benzyloxycarbonyl (Cbz) protection. Keywords: acetal formation; amino acid; automated synthesis; Garner’s aldehyde

• ; reduction; Introduction Automated synthesis has attracted a great deal of attention in recent years because the automation of synthetic operations improves both the reproducibility and reliability of syntheses [1][2][3][4]. Synthetic chemists frequently perform repetitive processes such as the optimization

Application of cyclic phosphonamide reagents in the total synthesis of natural products and biologically active molecules

• Thilo Focken and
• Stephen Hanessian

Beilstein J. Org. Chem. 2014, 10, 1848–1877, doi:10.3762/bjoc.10.195

• ozonolysis, protection of the resulting aldehyde, reduction of the lactone ring to the lactol, and treatment with methylenetriphenylphosphorane delivered 89. Mild acidic hydrolysis of the acetal followed by oxidation then yielded 90 with the γ-lactone unit that constitutes ring A of acetoxycrenulide

One-pot synthesis of cyanohydrin derivatives from alkyl bromides via incorporation of two one-carbon components by consecutive radical/ionic reactions

• Shuhei Sumino,
• Akira Fusano,
• Hiroyuki Okai,
• Takahide Fukuyama and
• Ilhyong Ryu

Beilstein J. Org. Chem. 2014, 10, 150–154, doi:10.3762/bjoc.10.12

• hydride [10][11][12][13] but also as the reagent for aldehyde reduction. Later on we found that borohydride reagents can also serve as radical mediator delivering hydrogen to the radical centre [14], thus we developed a hydroxymethylation method using Bu4NBH4 and a radical initiator [15][16][17]. Recent

Amyloid-β probes: Review of structure–activity and brain-kinetics relationships

• Todd J. Eckroat,
• Abdelrahman S. Mayhoub and
• Sylvie Garneau-Tsodikova

Beilstein J. Org. Chem. 2013, 9, 1012–1044, doi:10.3762/bjoc.9.116

Reductions of aldehydes and ketones with a readily available N-heterocyclic carbene borane and acetic acid

• Vladimir Lamm,
• Xiangcheng Pan,
• Tsuyoshi Taniguchi and
• Dennis P. Curran

Beilstein J. Org. Chem. 2013, 9, 675–680, doi:10.3762/bjoc.9.76

• candidates for large-scale reductions. Experimental Procedure for aldehyde reduction (examples in Scheme 2, Scheme 3, and Table 1): diMe-Imd-BH3 (1, 27.5 mg, 0.25 mmol) and acetic acid (30.0 mg, 0.50 mmol) were added to a solution of 4-bromobenzaldehyde (6, 92.5 mg, 0.50 mmol) in EtOAc (2 mL). After 24 h at