The Reaction Mechanism of Spirocylization and Stereoselectivity Studies for the Calyculin C16–C25 Fragment
✍ Scribed by Vesa Rauhala; Kalle Nättinen; Kari Rissanen; Ari M. P. Koskinen
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 186 KB
- Volume
- 2005
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Abstract
The mechanism of the double intramolecular hetero‐Michael addition, a key reaction in the planned synthesis of the natural product calyculin C, has been studied by NMR. The cyclization follows Baldwin’s rules and proceeds first through a six‐membered ring closure (6‐endo‐dig), followed by a five‐membered ring cyclization (5‐exo‐trig). (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
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