Efficient synthesis of β’-amino-α,β-unsaturated ketones

• Isabelle Abrunhosa-Thomas,
• Aurélie Plas,
• Nishanth Kandepedu,
• Pierre Chalard and
• Yves Troin

Beilstein J. Org. Chem. 2013, 9, 486–495, doi:10.3762/bjoc.9.52

• under different protocols in which the stereoselectivity of the reaction can be introduced through the use of a chiral catalyst [9][10] (Lewis acid, Brønsted acids, L-proline, Cinchona alkaloids derivatives, thioureas, etc.), or by the addition of chiral amines to α,β-unsaturated esters [11][12] or the

Reactions of salicylaldehyde and enolates or their equivalents: versatile synthetic routes to chromane derivatives

• Ishmael B. Masesane and
• Zelalem Yibralign Desta

Beilstein J. Org. Chem. 2012, 8, 2166–2175, doi:10.3762/bjoc.8.244

• 27. Although Shanti and co-workers used a chiral catalyst, no data was provided on the stereoselectivity of this reaction. In a study related to that of Shanti and co-workers, Yang and co-workers used chiral amine-thiourea catalyst 31 in a three-component enantioselective reaction of salicylaldehyde

Organocatalytic tandem Michael addition reactions: A powerful access to the enantioselective synthesis of functionalized chromenes, thiochromenes and 1,2-dihydroquinolines

• Chittaranjan Bhanja,
• Satyaban Jena,
• Sabita Nayak and
• Seetaram Mohapatra

Beilstein J. Org. Chem. 2012, 8, 1668–1694, doi:10.3762/bjoc.8.191

• %) (Scheme 31). In this cascade reaction, the installation of electron-withdrawing groups on the amino moiety of 2-aminobenzaldehydes is anticipated to increase the aniline N–H acidity, the abstraction of which by the tertiary amine leads to an aza-Michael reaction. The thiourea group in the chiral catalyst

Efficient and selective chemical transformations under flow conditions: The combination of supported catalysts and supercritical fluids

• M. Isabel Burguete,
• Eduardo García-Verdugo and
• Santiago V. Luis

Beilstein J. Org. Chem. 2011, 7, 1347–1359, doi:10.3762/bjoc.7.159

• also be driven towards the branched aldehyde. In this case, the resulting compound has a stereogenic center and an enantioselective process can be developed using a chiral catalyst. An example was reported by Shibahara et al. [59]. For this purpose, a chiral catalyst based on polystyrene-supported (PS

Chiral gold(I) vs chiral silver complexes as catalysts for the enantioselective synthesis of the second generation GSK-hepatitis C virus inhibitor

• María Martín-Rodríguez,
• Carmen Nájera,
• José M. Sansano,
• Abel de Cózar and
• Fernando P. Cossío

Beilstein J. Org. Chem. 2011, 7, 988–996, doi:10.3762/bjoc.7.111

• results previously obtained for each chiral catalyst [25][26][28][29][30][33]. According to these results the combination of chiral phosphoramidite and silver(I) salt is much more appropriate than the analogous one made with gold(I) salts. Especially useful is the reaction of (Ra,R)-8/AgSbF6 catalytic

Recent advances in the gold-catalyzed additions to C–C multiple bonds

• He Huang,
• Yu Zhou and
• Hong Liu

Beilstein J. Org. Chem. 2011, 7, 897–936, doi:10.3762/bjoc.7.103

• the Brønsted acid is both a chiral catalyst for the asymmetric cycloaddition and assists to facilitate the gold complex catalyzed hydroamination. Muratore et al. have reported an interesting example of C–N bond formation for the construction of chiral nitrogen-containing fused heterocycles 400 [191

A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation

• Benedikt Sammet,
• Mathilde Brax and
• Norbert Sewald

Beilstein J. Org. Chem. 2011, 7, 243–245, doi:10.3762/bjoc.7.32

• sulfate. A completely different route to unit B precursor 8 (Scheme 2) is based on a phase transfer catalyst (PTC) mediated asymmetric alkylation. However, the required cinchonine derived chiral catalyst is not commercially available [9]. Results and Discussion We envisaged a two step synthesis for the

Kinetics and mechanism of vanadium catalysed asymmetric cyanohydrin synthesis in propylene carbonate

• Michael North and
• Marta Omedes-Pujol

Beilstein J. Org. Chem. 2010, 6, 1043–1055, doi:10.3762/bjoc.6.119

• and β-amino alcohols [2] (Scheme 1). Asymmetric cyanohydrin synthesis can be achieved by the use of a suitable chiral catalyst, and a wide range of catalysts have been found to catalyse this reaction including enzymes [3][4], organocatalysts [5][6] and metal-based catalysts [1]. All of the most

Mitomycins syntheses: a recent update

• Jean-Christophe Andrez

Beilstein J. Org. Chem. 2009, 5, No. 33, doi:10.3762/bjoc.5.33

• circumventing this regioselectivity issue by exploiting the enantioselective intramolecular C–H insertion of diazoester 144 into a meso pyrrolidine using chiral catalyst 145. Unfortunately the reaction displayed low enantio- and diastereoselectivity, with the major isomer 146 having an ee of only 51% (Scheme 40