Selected Five-Membered Phosphorus Heterocycles Containing a Stereogenic Phosphorus

Cyclic tri- and Pentavalent Amidoesters and Diamides with a Stereogenic Phosphorus Atom in Asymmetric Synthesis: Part I: Stoichiometric Reagents

“…Due to space limitation we are going to present results related with the use *Address correspondence to this author at the Center of Molecular and Macromolecular Studies, Polish Academy of Sciences, 90-363 Lodz, Sienkiewicza 112, Poland; Tel: 48426803234; Fax: 48426847126; E-mail: draj@bilbo.cbmm.lodz.pl of cyclic tri-and pentavalent amidoesters and diamides. In this context we would like to mention that the synthesis of 5-membered 1,3,2-heterophospholenes containing a stereogenic phosphorus atom is discussed in our recent monographic chapter [4]. Below we are going to discuss the application of chiral cyclic tri and pentavalent amidoesters and diamides: a) as stoichiometric substrates for the preparation of enantiomerically (diastereomerically) pure (or enriched) tricoordinated-trivalent, tetracoordinated-pentavalent and hypervalent derivatives, b) as chiral stoichiometric templates in a few asymmetric carbon-carbon bond forming reactions.…”

Kinetic Resolution of Racemic P-Chiral α-Hydroxymethylphos-phonates Catalyzed by Lipase from Porcine Pancreas

“…These compounds possess anti-malarial [19] and antiproliferative [20] activities, and they are potent inhibitors of enzymes such as protein kinase (Figure 1B). [21][22] So far, P-chiral organic phosphorus compounds are achieved either by chemical resolution [23][24] or asymmetric synthesis [25][26][27] using alcohols, diols [28][29][30] , amines or amino alcohols [31][32][33][34] as auxiliaries. While many elegant synthetic strategies have been developed so far, the direct enantioselective syntheses from simple materials are rather few, the disadvantage of these synthetic methods is that they generally need to use equivalent or even excessive chiral reagents, and there is a problem of high economic cost.…”

Synthesis and Anti-Pancreatic Cancer Activity Studies of Novel 3-Amino-2-hydroxybenzofused 2-Phospha-γ-lactones

“…The recent reports on the biological activity evaluation studies of organophosphorus heterocycles reveal that this is a search thrust area with perpetual contributions . Such inherent anticancer potentiality of α-aminophosphonates − has inspired us to design and synthesize some new 3-amino functionalized benzofused phospha-γ-lactones with a potential core of the 2,5-dihydro-1,2-oxaphosphole-2-oxide moiety and investigate their pancreatic cell inhibition activity. Meanwhile, the previous methodologies for the synthesis of benzofused 2-phospha-γ-lactones involves the utility of precursors like aldols, divinyl ethers, acetylene carboxylic acids, chalcones, allenes, , and alkynyl systems − along with phosphorylating agents like dichlorophenylphosphines, ,, dichlorophenyl phosphineoxides, triphenyl phosphine, , trialkylphosphite, 3-methylbuta-1,2-dien-1-ylphosphonic dichlorides, allenyl phosphonates, and dialkyl phosphites. , The present route for the synthesis of 2,5-dihydro-1,2-oxaphosphole-2-oxide core is highly adaptable with simple reaction procedures and hence eliminates the use of expensive precursors (Figure ).…”