Cascade reactions are green and powerful transformations for building multiple carbon-carbon bonds in one step. Through a relay olefination and radical addition process, we were able to develop the cascade Wittig/hydroalkylation reactions induced by visible light. This metal-free radical approach features mild conditions, robustness, and excellent functionality compatibility. It allows access to saturated C3 homologation products directly from aldehydes or ketones. The synthetic utility of this method is demonstrated by a two-step synthesis ofindolizidine 209D.
Intermolecular Phosphite-Mediated Radical Desulfurative Alkene Alkylation Using Thiols
We report herein the development of a S atom transfer process using triethyl phosphite as the S atom acceptor that allows thiols to serve as precursors of C-centered radicals. A range of functionalized and electronically unbiased alkenes including those containing common heteroatom-based functional groups readily participate in this reductive coupling. This process is driven by the exchange of relatively weak S-H and C-S bonds of aliphatic thiols for C-H, C-C, and S-P bonds of the products formed.
Lopp, John M.,Schmidt, Valerie A.
supporting information
p. 8031 - 8036
(2019/10/19)
ENANTIOMERS OF MERCAPTO LACTONES AND PROCESSES FOR THEIR SYNTHESIS
An improved process for the preparation of single enantiomers of formula (I), and novel intermediates and processes thereto.
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(2008/06/13)
A general and mild synthesis of thioesters and thiols from halides
The conversion of a wide variety of halides to thioesters by reaction with potassium thiocetate under mild conditions is described, and the generality of the method is demonstrated.
Zheng, Tu-Cai,Burkart, Maureen,Richardson, David E.
p. 603 - 606
(2007/10/03)
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