Abstract
The formal total synthesis of (-)-physostigmine via the chiral malonic acid mono-ester ((R)-2-(2-chlorophenyl)-2-methoxycarbonylpropanoic acid, 99% ee) newly prepared by the pig liver esterase (PLE) mediated asymmetric hydrolysis of the corresponding di-ester is described. The CuI-mediated intramolecular aryl amidation under modified Buchwald's conditions is a key reaction to constructing the oxindoline core in the target.
| Original language | English |
|---|---|
| Pages (from-to) | 183-190 |
| Number of pages | 8 |
| Journal | Heterocycles |
| Volume | 76 |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - 2008 Dec 1 |
ASJC Scopus subject areas
- Analytical Chemistry
- Pharmacology
- Organic Chemistry
Fingerprint Dive into the research topics of 'Formal total synthesis of (-)-physostigmine'. Together they form a unique fingerprint.
Cite this
Asakawa, K., Noguchi, N., & Nakada, M. (2008). Formal total synthesis of (-)-physostigmine. Heterocycles, 76(1), 183-190. https://doi.org/10.3987/COM-08-S(N)29