Asymmetric synthesis Suzuki-Miyaura reaction

It has been proven that the chiral Pd(II) complexes as transition metal catalysts vs Lewis acid catalysts bring a breakthrough in the frontier of catalytic asymmetric organic synthesis. Here we discussed the key issues based on asymmetric carbon-carbon bond formations anomalous six-membered ring formation, ene-type cyclization leading to five-membered rings, spiro cycliza-tion, alkaloid and quinoline synthesis, Suzuki-Miyaura coupling, and C-H bond activation/C-C bond formation by transition metallic Pd(II) catalysts. On the other hand, the carbonyl-ene reaction, hetero Diels-Alder reaction, and... 

Dendritic catalysis have been used in various chemical reactions, including the Suzuki-Miyaura reaction, Mizoroki-Heck reaction, hydrogenation reaction, carbonylation and hydroformylation reactions, oxidation reaction, polymerization and oligomerization reactions, arylation reaction, alkylation reaction, and asymmetric synthesis [6]. Recently, dendritic catalysts have been reviewed by Astmc et al. [6], In another review article. Reek et al. reviewed the applications of dendrimers as support for recoverable catalysts and reagents [58]. The authors believed that catalytic performance in these systems depends on used dendritic architecture. 

Lepine and Zhu accomplished total synthesis featuring judicious use of the PTC 1-catalyzed asymmetric alkylation of Schiff base 1 and a microwave-assisted intramolecular Suzuki-Miyaura reaction for the formation of... 

Genov M, Almorm A, Espinet P (2006) Efficient synthesis of chiral 1,1 -binaphthalenes by the asymmetric Suzuki-Miyaura reaction dramatic sjmthetic improvement by simple purification of naphthylbtnonic acids. Chem Eur J 12 9346-9352... 

A dichromium derivative has been prepared from pinacol (dichloromethyl)-boronate (163), anhydrous chromous chloride, and lithium iodide in THF at 25 °C [90]. With various aldehydes, RCHO, this reagent adds to the carbonyl carbon to form trans-l-alkenylboronic esters, RCH=CH-B(02C2Me4). For most examples yields were 84-91%, E Z ratios >95 5. This reaction was used recently to convert aldehyde 162 into alkenylboronic ester 164, an intermediate used for a Suzuki-Miyaura coupling in the asymmetric total synthesis of quinine and quinidine (Scheme 8.39) [91]. In the modified procedure, the chromium reagent was generated from 163 in the presence of the aldehyde substrate. 

---