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Hetero-Diels–Alder synthesis of the spiroketal fragment of reveromycin A

✍ Scribed by Mariana El Sous; Mark A Rizzacasa


Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
132 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


The asymmetric synthesis of the 6,6-spiroketal fragment 15 of the epidermal growth factor inhibitor reveromycin A (1) is described. A hetero-Diels-Alder reaction was utilized to construct the 6,6-spiroketal 14 and subsequent stereoselective hydroboration provided reveromycin A spiroketal 15.


📜 SIMILAR VOLUMES


Synthetic studies on reveromycin A: Ster
✍ Takeshi Shimizu; Ryoichi Kobayashi; Katsuhisa Osako; Hiroyuki Osada; Ta-i Nakata 📂 Article 📅 1996 🏛 Elsevier Science 🌐 French ⚖ 228 KB

The 6,6-spiroketal system of reveromycin A (1), corresponding to the C9-C20 part, was Slm'eoseleetively synthesized and the absolute configuration at Cll, C12, C15, C18 and C19 of I was confirmed by the synthesis of the 5,6-spiroketal derivative degradated from 1.

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