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Intramolecular Diels-Alder reaction of chiral, highly oxygenated trienoates derived from sugar allyltins

✍ Scribed by Slawomir Jarosz; Elżbieta Kozlowska; Artur Jeżewski

Book ID
108378688
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
380 KB
Volume
53
Category
Article
ISSN
0040-4020

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The reaction between the chiral allenic acid (+)-(S)-1 and the carbodiimides 2 a 4 and the keten-imine 6 gives, under mild conditions, the tricyclic compounds >5,7, and 8. Low diastereoselectivity and a partial loss of optical activity are observed. A stepwise mechanistic pathway oiu a biradical int