Total synthesis of (−)-decarestrictine D through a stereoselective intramolecular Nozaki-Hiyama-Kishi reaction
✍ Scribed by Ronaldo A. Pilli; Mauricio M. Victor
- Book ID
- 108386812
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 181 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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The phytotoxin herbarumin I, isolated from Phoma herbarum, was stereoselectively synthesized in 17 steps and 6% yield from L-arabinose featuring the intermolecular Nozaki-Hiyama-Kishi coupling and modified Yamaguchi macrolactonization as key steps.
A total synthesis of LL-Z1640-2 (2), a potent and selective kinase inhibitor, has been completed. The key step of the convergent synthesis utilized a late-stage intramolecular Nozaki-Hiyama-Kishi (NHK) reaction to close the macrocycle at the C6 0 -C7 0 bond.
## Abstract **The cover picture shows** shows how a bulky protecting group directs the intramolecular Nozaki–Hiyama–Kishi reaction to afford exclusively one stereoisomer, whereas a small protecting group directs the reaction to afford both __anti__ and __syn__ isomers in a 2:1 ratio. Details are di