Synthetic Study of (−)-Norzoanthamine: Construction of the ABC Ring Moiety
✍ Scribed by Yoshihisa Murata; Daisuke Yamashita; Katsushi Kitahara; Yohei Minasako; Atsuo Nakazaki; Susumu Kobayashi
- Publisher
- John Wiley and Sons
- Year
- 2009
- Tongue
- English
- Weight
- 626 KB
- Volume
- 48
- Category
- Article
- ISSN
- 0044-8249
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✦ Synopsis
Abstract
Throw your hat in the ring: A highly diastereoselective synthesis of the ABC rings of (−)‐norzoanthamine has been achieved starting from the (−)‐Hajos–Parrish ketone (see scheme). Three asymmetric quaternary carbon centers on the C ring were constructed by a 1,4‐addition, and an intramolecular Diels–Alder reaction provided a trans‐decalin scaffold on the AB rings.magnified image
📜 SIMILAR VOLUMES
Synthetic Studies on Manzamine A: Construction of the Tetracyclic ABCE Ring Substructure. -A completely different route to the tetracyclic ABCE ring substructure (V) of manzamine A is described. Beginning with an advanced intermediate (I) the procedure is characterized by the formation of the A rin
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