SnCl 2 /PdCl 2 -mediated aldehyde allylation in fully aqueous media

Palladium-catalysed reactions of alcohols. Part B: Formation of C–C and C–N bonds from unsaturated alcohols

“…186 In this way, the allylation of aldehydes and ketones by allylic alcohols in the presence of Pd catalysts has been mediated by SnCl 2 , [187][188][189][190][191][192][193][194][195][196] ZnEt 2 , 197 BEt 3 , 166,198 InI,199 InBr, 200 or with a mixture of indium and a Lewis acid, in particular InCl 3 201 (Table 2; Eqs. 109 and 110).…”

Intramolecularly Stabilised Group 10 Metal Stannyl and Stannylene Complexes: Multi‐pathway Synthesis and Observation of Platinum‐to‐Tin Alkyl Transfer

“…Tin dichloride can be applied as a reagent in the palladium‐catalysed hydrostannylation for the selective formation of monoalkyl tin trichlorides 1. It is also an important co‐catalyst for many Group 10 metal‐catalysed reactions, such as hydroformylation,2–8 1,5‐cyclooctadiene isomerization,9 cyclization,10–14 allylation,15, 16 and alkoxycarbonylation of alkenes 17–21. Although the exact role of SnCl 2 as a co‐catalyst is not completely understood, it is believed that it inserts into the MCl bond (M=Group 10 metal), forming trichlorostannyl species [MSnCl 3 ] where SnCl 3 − serves as a weakly coordinating anion and/or as a trans ‐labilising ligand 8.…”

Comparative Studies on Conventional and Ultrasound‐Assisted Synthesis of Novel Homoallylic Alcohol Derivatives Linked to Sulfonyl Dibenzene Moiety in Aqueous Media

“…Allylation reactions involving cinnamyl bromide can provide both an 𝛼𝛼-adduct and a 𝛾𝛾-adduct, and the 𝛾𝛾-adduct can be either a anti-or syn-product. Usually only the 𝛾𝛾-adduct is formed, with a predominant antiselectivity [44][45][46][47][48][49][50][51][52]. is can be explained mechanistically by a Felkin-Anh transition state [53], but here it may be more appropriate to refer to the 6-ring chair-like conformation with the large groups in equatorial positions suggested in the transition state (Scheme 2) as a Zimmerman-Traxler transition state [54].…”