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Novel Approach to the Zaragozic Acids. Enantioselective Total Synthesis of 6,7-Dideoxysqualestatin H5

✍ Scribed by Naito, Satoru; Escobar, Maya; Kym, Philip R.; Liras, Spiros; Martin, Stephen F.

Book ID: 120448865
Publisher: American Chemical Society
Year: 2002
Tongue: English
Weight: 138 KB
Volume: 67
Category: Article
ISSN: 0022-3263
DOI: 10.1021/jo011157s

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The total synthesis of (-)-ot-Kainic Acid 1 has been accomplished using ethyl N-Bocpyroglutamate 2 as starting material. The isopropenyl appendage was achieved from the elimination of the dimethylcarbinol introduced at C-4 via an aldol condensation of the lactam enolate of 2 and acetone. The acetate