17876-95-8Relevant articles and documents
N-Heterocyclic carbene-mediated organocatalytic transfer of tin onto aldehydes: New access to α-silyloxyalkylstannanes and γ- silyloxyallylstannanes
Blanc, Romain,Commeiras, Laurent,Parrain, Jean-Luc
, p. 661 - 666 (2010)
A new, highly efficient and mild N-heterocyclic carbene (NHC)-mediated organocatalytic procedure for the transfer of tin from tributyl(trimethylsilyl) stannane (Bu3SnSiMe3) onto aldehydes for the preparation of α-silyloxyalkylstannanes and γ-silyloxyallylstannanes has been developed.
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Calas,R. et al.
, p. 49 - 54 (1973)
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Visible-Light Photoredox-Catalyzed Hydroalkoxymethylation of Activated Alkenes Using α-Silyl Ethers as Alkoxymethyl Radical Equivalents
Khatun, Nilufa,Kim, Myeong Jun,Woo, Sang Kook
, p. 6239 - 6243 (2018/09/27)
A new neutral silicon-based traceless activation group (TAG) for visible-light photoredox-catalyzed hydroalkoxymethylation of alkenes is presented. This reaction involves in-situ-generated alkoxymethyl radical via single electron oxidation (SET) of α-TMS-substituted ethers, followed by subsequent conjugate addition to activated alkenes. Various functional groups were tolerated both under mild metal and metal-free conditions to provide good to excellent yields. Furthermore, the addition products were transformed to valuable synthetic building blocks, such as carboxylic acids,-butyrolactones, and complex aryl alkyl ethers.
Oxidative [1,2]-Brook Rearrangements Exploiting Single-Electron Transfer: Photoredox-Catalyzed Alkylations and Arylations
Deng, Yifan,Liu, Qi,Smith, Amos B.
, p. 9487 - 9490 (2017/07/24)
Oxidative [1,2]-Brook rearrangements via hypervalent silicon intermediates induced by photoredox-catalyzed single-electron transfer have been achieved, permitting the formation of reactive radical species that can engage in alkylations and arylations.