Enantioselective Organocatalytic Reactions with Isatin

Pyrrolidine‐Containing Bisphosphonates as Potential Anti‐Resorption Bone Drugs

“…An attempt to use a more elaborate carbonyl compound to implement in the pyrrolidine ring was carried out by replacing the aromatic aldehyde with isatin in the reaction with sarcosine and VBP. Isatin is a particularly attractive building block in the synthesis of both natural products and heterocyclic and noncyclic compounds in enantioselective reactions and in the preparation of biologically active spirooxindoles . The reaction between VBP, sarcosine, and isatin led to the formation of the corresponding tetraethyl‐1′‐methyl‐2‐oxospiro[indolyn‐3,2′‐pyrrolidin]‐4′,4′diyldiphosphonate in 51 % yield in 18 h (Scheme ).…”

Recent applications of isatin in the synthesis of organic compounds

“…17 Synthesis of spiro 18 and multispiro 19 heterocyclic compounds from isatin were studied by Borad et al The enantioselective reactions of isatin were also the subject of several review articles. [20][21][22] Herein, in continuation of our studies towards isatin, [23][24][25] and since there is a wide range of reactions that include isatin in the synthesis of organic compounds, this review presents the recent applications of isatin in the synthesis of different types of organic compounds up to June 2016.…”

Stereoselective Synthesis of Chiral Isatin Containing Bisphosphonates as Potential Anti‐Resorption Bone Drugs

“…Asymmetric catalysis on Isatin derivatives has recently received great attention because it allows a series of highly enantioselective reactions, also for the preparation of biologically active spirooxindoles . In particular aldol reactions on isatin derivatives turned out to be extremely stereoselective when using amine based organocatalysts like chiral proline derivatives, 1,2‐cyclohexanediamine species, leucinol and valinol as primary amines or Cinchona alkaloid amine derivatives .…”