Facile Syntheses of Aminocyclopropanes: N , N ‐Dibenzyl‐ N ‐(2‐Ethenylcyclopropyl)Amine

Abstract

N,N‐ Dibenzyl‐ N‐ (2‐ethylenylcyclopropyl)amine N,N‐ Dimethylformamide Methyl tris(isopropoxy)titanium Titanium tetraisopropoxide Titanium tetrachloride Methyllithium

Reductive Alkylation of Thioamides with Grignard Reagents in the Presence of Ti(OiPr)4: Insight and Extension

“…A particularly interesting alternative to the use of Ti(O i Pr) 4 is MeTi(O i Pr) 3 , as put forward and demonstrated by de Meijere and co-workers. ,, Indeed, while the formation of the key titanacyclopropane intermediate A3 from Ti(O i Pr) 4 requires the consumption of 2 equiv of c C 6 H 11 MgCl, the same species can in principle be generated from MeTi(O i Pr) 3 using 1 equiv of c C 6 H 11 MgCl. In the present case, employing MeTi(O i Pr) 3 seemed an attractive way of proving that alkyl(triisopropyloxy)titanium complexes J can alkylate the intermediate C .…”

Synthesis of a Family of Spirocyclic Scaffolds: Building Blocks for the Exploration of Chemical Space

“…All spiro-THF scaffolds were constructed from N -Boc-protected cyclic 2-aminoketones as shown in Scheme . The cyclic ketones 1 – 3 were added to homoallyl magnesium bromide that was preexposed to CeCl 3 to furnish tertiary alcohols 4 – 6 . Epoxidation with m -CPBA, followed by spontaneous epoxide ring-opening via a Baldwin favored 5-exo-tet nucleophilic attack, afforded the racemic spirocyclic THF methanols 7 – 9 .…”

“…4 A 100 mL rb flask was fitted with a reflux condenser and dropping funnel with pressure equalizing side arm atop the condenser. The flask was charged with Mg powder (0.293 g, 12.1 mmol) which was activated by adding 1–2 mol% of iodine.…”

“…3-Butenylmagnesium bromide was prepared by the reported procedure . A 100 mL round-bottom flask was fitted with a reflux condenser and dropping funnel with pressure equalizing side arm atop the condenser.…”