Access to the cis-Fused Stereoisomers of the Proline Analogues Containing an Octahydroindole Core
نویسندگان
چکیده
An overview of the synthetic methods developed to build all the cis-fused stereoisomers of octahydroindole-2-carboxylic acid (Oic) and its -methylated derivative [( Me)Oic] in enantiomerically pure form is presented. Both asymmetric synthetic strategies (auxiliaryor substrate-controlled processes) and procedures based on the resolution of racemic compounds (chemical, enzymatic, and chromatographic processes) are summarized. Special emphasis has been made on those strategies able to provide multigram quantities of enantiopure compounds, a prerequisite to make downstream biological applications feasible.
منابع مشابه
Stereodivergent synthesis of two novel -aminophosphonic acids characterized by a cis-fused octahydroindole system
The synthesis of two new -aminophosphonic acids, namely (2S*,3aS*,7aS*)and (2R*,3aS*,7aS*)-octahydroindole-2phosphonic acids, is described. They are analogues of phosphoproline bearing a cyclohexane ring fused to the pyrrolidine moiety. The ring junction presents a cis stereochemistry in both cases, whereas the two compounds differ in the relative orientation of the cyclohexane and phosphonate...
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