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The application of vinylogous iminium salts and related synthons to the regiocontrolled preparation of 2,3- and 2,5-disubstituted pyrroles

✍ Scribed by John T Gupton; Scott A Petrich; Lana L Smith; Marc A Bruce; Phong Vu; Karen X Du; Eric E Dueno; Claude R Jones; James A Sikorski

Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
640 KB
Volume
52
Category
Article
ISSN
0040-4020

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✦ Synopsis

The reaction of 1-substituted vinamidinium sails with sarcosine ethyl ester produced 2,3-disubstituted pyrroles; a similar reaction with glycine ethyl ester gave 2,5-disubstituted pyrroles. Reactions of related thr~--carbon synthons with sarcosinΒ’ and glycine were studied under basic, neutral and acidic conditions which demonstrated the utility of these derivatives for the regiocontrolled preparation ofdisubstituted pyrroles.

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The application of vinylogous iminium sa
The application of vinylogous iminium salt derivatives to a regiocontrolled and efficient relay synthesis of lukianol a and related marine natural products
✍ John T. Gupton; Keith E. Krumpe; Bruce S. Burnham; Tammy M. Webb; Jordan S. Shuf πŸ“‚ Article πŸ“… 1999 πŸ› Elsevier Science 🌐 French βš– 566 KB

Numerous novel pyrrole containing marine natural products have been shown to possess interesting biological properties These. compaunds have been the synthetic targets of several research groups and we have previously reported synthetic methods which utilize vinylogous iminium salt derivatives as bu