815617-71-1Relevant articles and documents
The direct synthesis of unsymmetrical vicinal diamines from terminal alkynes: A tandem sequential approach for the synthesis of imidazolidinones
Lee, Alison V.,Sajitz, Melanie,Schafer, Laurel L.
experimental part, p. 97 - 104 (2009/07/18)
The combination of titanium-catalyzed anti-Markovni- kov hydroamination of terminal alkynes with the Strecker reaction is used in the synthesis of unsymmetrical vicinal diamines via the one-pot synthesis of α-cyanoamines. This methodology is further applied to the efficient synthesis of imidazolidinones. An easy-to-use bis(amidate)titanium precatalyst permits efficient approaches to heterocyclic chemistry from terminal alkynes. Georg Thieme Verlag Stuttgart.
Intramolecular additions of various π-nucleophiles to chemoselectively activated amides and application to the synthesis of (±)-tashiromine
Belanger, Guillaume,Larouche-Gauthier, Robin,Menard, Frederic,Nantel, Miguel,Barabe, Francis
, p. 704 - 712 (2007/10/03)
Vilsmeier-Haack type cyclizations proved to be particularly efficient for generating parts of the polycyclic cores of many alkaloids, although only monocyclizations have so far been reported. With the goal of rapidly and efficiently constructing polycycli
Controlling selectivity: From Markovnikov to anti-Markovnikov hydroamination of alkynes
Tillack, Annegret,Khedkar, Vivek,Beller, Matthias
, p. 8875 - 8878 (2007/10/03)
A remarkable control of regioselectivity is achieved for the titanium-catalyzed intermolecular hydroamination of various alkynes. Proper choice of the ligand enables a selectivity switch from the Markovnikov to the anti-Markovnikov products from M:anti-M = > 90:10 to >10:90. Depending on the catalyst a remarkable control of regioselectivity is achieved for the titanium-catalyzed intermolecular hydroamination of various alkynes. Proper choice of sterically hindered phenol ligands such as 1 and 4 enables a selectivity switch from the Markovnikov to the anti-Markovnikov products from M:anti-M = > 90:10 to > 10:90.
Anti-Markovnikov Intermolecular Hydroamination: A Bis(amidate) Titanium Precatalyst for the Preparation of Reactive Aldimines
Zhang, Zhe,Schafer, Laurel L.
, p. 4733 - 4736 (2007/10/03)
(Matrix presented) A bulky bis-(N-2′,6′- diisopropylphenyl(phenyl)-amidate)titanium-bis(diethylamido) complex was identified as a highly active and regioselective precatalyst for the anti-Markovnikov hydroamination of a wide range of terminal alkyl alkynes with alkylamines. This titanium complex was fully characterized, including its X-ray crystal structure. The reactive aldimine products generated have been further elaborated using one-pot procedures to give substituted amines, aldehydes, and the isoquinoline framework.
