An
expedient synthesis of β-silyl α-amino acids is
reported via the application of visible-light-mediated hydrosilylation.
The reaction utilizes readily accessible and structurally diverse
hydrosilanes to provide radicals for conjugate addition to dehydroalanine
ester and analogues. Notably, the use of chiral methyleneoxazolidinone
as the substrate and chiral inducer enabled the highly stereoselective
synthesis. Furthermore, the reaction could also be performed in a
continuous flow fashion and scaled up to the gram scale.
Development of mild, robust and metal-free catalytic approach for the silyl transfer of silylboranes is critical to the advancement of modern organosilicon chemistry given their powerful capacity in the construction...
A visible-light-induced photocatalytic C–Si formation
strategy
has been disclosed by uncovering the reactivity of Martin’s
spirosilane-derived pentacoordinate silylsilicates as silyl radical
precursors. The hydrosilylation of a broad spectrum of alkenes and
alkynes, as well as the C–H silylation of heteroarenes, has
been demonstrated. Remarkably, Martin’s spirosilane was stable
and could be recovered via a simple workup process. Furthermore, the
reaction proceeded well using water as the solvent or low-energy green
LEDs as an alternative energy source.
A mild and metal-free cross-dehydrogenative coupling reaction of nitrogen heteroarenes with aldehydes has been developed by the structural hybridization of promoting reagents. The procedure is environmentally benign, cost-effective and industrially scalable, which allows the direct acylation of electron-deficient nitrogen heteroarenes in moderate to good yields. Furthermore, the synthetic utility of this new method in the synthesis of a variety of pharmaceutically relevant isoquinoline alkaloids has been also demonstrated. conditions using iron sulfate as an alternative promoter, while low reaction efficiency and rather limited substrate scope are typically observed (Scheme 1b). [5] Recently, a visible lightmediated CDC at room temperature was introduced by Lei [a] Dr.
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