160955-77-1

Upstream product

• 36971-15-0 3-isopropyl-2-methyl-hex-5-en-3-ol 
• 13707-46-5 (E)-4-methyl-N-(4-nitrobenzylidene)benzenesulfonamide 
• 13707-46-5 N-tosyl-4-nitrobenzaldimine 
• 106-95-6 allyl bromide 
• 24850-33-7 allyltributylstanane 
• 762-72-1 allyl-trimethyl-silane 

Relevant academic research and scientific papers

Imine allylations by allylic trichlorotins derived from α,α-diisopropylhomoallylic alcohols with tin(II) chloride and N-chlorosuccinimide

Allylic trichlorotins, prepared in situ from α,α-diisopropylhomoallylic alcohols with tin(II) chloride and N-chlorosuccinimide in dichloromethane at -40°C, cause nucleophilic addition to N-tosylimines or N-tosyliminiums to afford the corresponding α-subst

Allylation and [3+2]-cycloaddition reactions of imines with allyl(cyclopentadienyl)iron(II) dicarbonyl complexes

Allyl(cyclopentadienyl)iron(II) dicarbonyl (1) reacts with N-tosylimines to give either iron-olefin complexes 2 or pyrrolidines 3, depending on the quantity and nature of the Lewis acid and the work-up procedure.

Indium triflate-catalyzed allylation reactions of N-sulfonyl aldimines or N-alkoxycarbonylamino p-tolylsulfones with allyltrimethylsilane: Synthesis of protected homoallylic amines

Indium triflate-catalyzed allylation reactions of N-sulfonyl aldimines or N-alkoxyloxycarbonylamino p-tolylsulfone with allyltrimethylsilane have been successfully developed to produce protected homoallylic amines.

Diphenylprolinol-derived symmetrical and unsymmetrical chiral pincer palladium(II) and nickel(II) complexes: Synthesis via one-pot phosphorylation/metalation reaction and C-H activation

The symmetrical P-stereogenic bis-phosphoramidite PCP pincer Pd(II) complexes 1 and 2 were easily prepared by a four-component, one-pot phosphorylation/palladation' procedure via C-H bond activation of the related ligands. In this synthetic procedure, (S)-diphenyl(pyrrolidin-2-yl)methanol was first phosphonated with PCl3 to afford the expected phosphorochloridate adduct, which then reacted in situ with resorcinol or disubstituted resorcinol, followed by treatment with PdCl2. The first examples of the unsymmetrical P-stereogenic phosphoramidite- and imidazoline-containing PCN pincer Pd(II) complex 3 and Ni(II) complex 4 could be obtained in a similar manner by using a chiral imidazoline-containing m-phenol derivative instead of resorcinol as a backbone. 31P NMR of the complexes confirmed the formation of a single diastereoisomer concerning the P-stereogenic center, and its absolute configuration was determined by an X-ray crystal structure determination. Preliminary investigations on the use of these complexes in the asymmetric allylation indicated that the unsymmetrical pincer Pd complex 3 exhibited higher catalytic activity than the related symmetrical ones. On the other hand, the more bulky Pd complex 2 gave better enantioselectivity, especially in the allylation of 4-nitrobenzenesulfonimine (69% ee).

Pd0/SnII promoted Barbier-type allylation and crotylation of sulfonimines

A one-pot Barbier protocol is described for the facile formation of homoallyl sulfonamides from sulfonimines and allyl or crotyl bromide in the presence of SnCl2, and catalytic Pd2(dba)3·CHCl3 at room temperature.

Palladium pincer-complex catalyzed allylation of tosylimines by potassium trifluoro(allyl)borates

(Chemical Equation Presented) Palladium pincer complex 1 catalyzes the reaction of trifluoro(allyl)borate 2 with a wide range of tosylimines (3) under mild and neutral reaction conditions. This catalytic transformation affords homoallylic amines (4) in good to excellent yield. Mechanistic studies suggest that a transmetalation reaction between complex 1 and the borate salt 2 provides an η1-allylpalladium complex, which subsequently reacts with the imine substrate.