Dotz, Highly Regio-and Diastereoselective
Chromium(0) -Catalysed Cyclopropanation of 1-Alkoxy-1,3-dienes with Diazo Compounds, Eur.
Despite many advances in enantioselective synthesis, an unsolved challenge in catalysis is the translation of enantioselective catalytic reactions to diastereoselective
reactions where a chiral catalyst controls the outcome of reaction of a chiral substrate.
Scala, "An improved diastereoselective
synthesis of spiroazoles using multicomponent domino transformations," Synlett, vol.
7),(8) As monumental as his diastereoselective
syntheses were, additionally and more critically needed were enantioselective syntheses of a wide range of chiral organic compounds, as complementary, supplementary, and hopefully superior routes to the desired chiral organic compounds.
Takahiko A, Hiroyuki N, Takaaki K, Ozaki S (1994) Stereodivergent synthesis of optically active a-hydroxy acids via diastereoselective
reduction of a-keto esters derived from L-quebrachitol.
The first examples for preparative-scale enantioselective or diastereoselective
epoxide hydrolyses using microorganisms.
Smonou, Highly diastereoselective
synthesis of 2-substituted-1,3-diols catalyzed by ketoreductases, Tetrahedron: 66, 9431-9439 (2010).
The X-ray crystallographic analysis showed that the substituents of the tetrahydroquinoline ring occupy equatorial positions, confirming that the reaction was highly diastereoselective
synthesis of SS-2-methylsulfanyl-2-methylsulfinyl-1-indanol by reduction of SS-2-methylsulfanyl-2-methylsulfinyl-1-indanone optically enriched demonstrating to be highly efficiency using the sulfanyl group as asymmetric induction control agent during an addition reaction to carbonyl group.
intermolecular [4+3] cycloadditions via an extended transition state, Journal of Organic Chemistry, 61: 7994-7995.
They have focused this volume on strategies for performing catalytic enantioselective FC alkylation (up to July 2008), with a collection of more representative diastereoselective
approaches reported in one chapter.
Examples of specific topics include nitrogen-containing organofluorine compounds through metathesis reactions, highly diastereoselective
anodic fluorination, functional compounds based on hypervalent sulfur fluorides, synthesis of macrolactam marine natural products using fluorous protecting groups, solvent-peptide interaction in fluoroalcohol-water mixtures, and synthesis and conformational analysis of fluorine-containing oligopeptides.