91061-01-7Relevant articles and documents
Asymmetric Synthesis of γ-Secondary Amino Alcohols via a Borrowing-Hydrogen Cascade
Chang, Xiaoyong,Chen, Fumin,He, Dongxu,Jin, Ming Yu,Pan, Yupeng,Xing, Xiangyou,You, Yipeng
supporting information, p. 7278 - 7283 (2020/10/02)
The borrowing-hydrogen (or hydrogen autotransfer) process, where the catalyst dehydrogenates a substrate and formally transfers the H atom to an unsaturated intermediate, is an atom-efficient and environmentally benign transformation. Described here is an example of an asymmetric borrowing-hydrogen cascade for the formal anti-Markovnikov hydroamination of allyl alcohols to synthesize optically enriched γ-secondary amino alcohols. By exploiting the Ru-(S)-iPrPyme catalyst with minimal stereogenicity, a cascade process including dehydrogenation, conjugate addition, and asymmetric reduction was developed. The mild conditions, functional group tolerance, and broad substrate scope (54 examples) demonstrate the synthetic practicality of the catalytic system.
A convenient and versatile method for the preparation of α-hydroxymethyl ketone derivatives from the corresponding allyl silyl ethers or allyl carboxylates
Hon, Yung-Son,Wong, Ying-Chieh,Wu, Kuo-Jui
experimental part, p. 896 - 914 (2009/12/06)
The ozonolysis of 1-substituted allyl silyl ethers or 1-substituted allyl carboxylates followed by treatment with bases gave the corresponding α-silyloxymethyl- or α-acyloxymethyl-ketones in good yields. It is proposed to proceed via the corresponding α-silyloxy- or α-acyloxyaldehydes intermediates followed by 1,4-group migration. The results of theoretical calculations are applicable to explain the experimental results.
Fully selective intramolecular ortho photocycloaddition of 4-(4-methoxy-phenoxy)-3-(N3-benzoylthymin-1-yl)but-1-ene: An unprecedented benzene-thymine photocycloaddition
Saeyens, Wim,Busson, Roger,Van Der Eycken, Johan,Herdewijn, Piet,De Keukeleire, Denis
, p. 817 - 818 (2007/10/03)
On irradiation of 4-(4-methoxyphenoxy)-3-(N3-benzoylthymin-1-yl)but-1-ene 1 at 254 nm in THF a single photoadduct 2 is formed as a result of chemo-, regio- and stereo-selective intramolecular ortho photocycloaddition of the thymine double bond
Novel Conversion of Epoxides to One Carbon Homologated Allylic Alcohols by Dimethylsulfonium Methylide
Alcaraz, L.,Harnett, J. J.,Mioskowski, C.,Martel, J. P.,Gall, T. Le,et al.
, p. 5449 - 5452 (2007/10/02)
The reaction of excess of dimethylsulfonium methylide with terminal, allylic, or benzylic epoxides affords good to excellent yields of one carbon homologated allylic alcohols.
