122135-83-5Relevant articles and documents
Iodane-Guided ortho C?H Allylation
Chen, Dandan,Chen, Wei W.,Cuenca, Ana B.,Cunillera, Anton,López de Moragas, Albert,Lethu, Sébastien,Shafir, Alexandr,Solà, Miquel,Zhu, Jun
, p. 20201 - 20207 (2020)
A metal-free C?H allylation strategy is described to access diverse functionalized ortho-allyl-iodoarenes. The method employs hypervalent (diacetoxy)iodoarenes and proceeds through the iodane-guided “iodonio-Claisen” allyl transfer. The use of allylsilanes bearing electron-withdrawing functional groups unlocks the functionalization of a broad range of substrates, including electron-neutral and electron-poor rings. The resulting ortho-allylated iodoarenes are versatile building blocks, with examples of downstream transformation including a concise synthesis of the experimental antimitotic core of Dosabulin. DFT calculations shed additional light on the reaction mechanism, with notable aspects including the aromatic character of the transition-state structure for the [3,3] sigmatropic rearrangement, as well as the highly stereoconvergent nature of the trans-product formation.
Intermolecular copper(I) chloride-mediated coupling of alkenyltrialkylstannane functions: A convenient synthesis of conjugated diene systems
Piers, Edward,McEachern, Ernest J.,Romero, Miguel A.
, p. 1173 - 1176 (1996)
A novel copper(I)-mediated coupling of alkenyltrialkylstannane functions is reported. Thus, treatment of the functionalized stannanes 1-11 with 2,5 equivalents of CuCl in N,N-dimethylformamide (DMF) at room temperature provides good-to-excellent yields of
Preparation method of sulfydryl alkenyl ester compound
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Paragraph 0021-0024, (2021/07/21)
The invention relates to a preparation method of a sulfydryl alkenyl ester compound, belongs to the field of organic chemical synthesis, and aims to solve the problems of high risk of large-scale production and the like, and the synthesis route provided b
Enantioselective Synthesis of γ-Functionalized Cyclopentenones and δ-Functionalized Cycloheptenones Utilizing a Redox-Relay Heck Strategy
Yuan, Qianjia,Prater, Matthew B.,Sigman, Matthew S.
supporting information, p. 326 - 330 (2019/11/14)
In this report, the desymmetrization of cyclic enones under relay Heck conditions with an array of aryl boronic acids, alkenyl triflates and indole derivatives is described. This method grants facile access to diverse γ-functionalized cyclopentenones and δ-functionalized cycloheptenones. Using this approach, a formal synthesis of (S)-baclofen was completed in high yield and excellent enantioselectivity. (Figure presented.).
