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(−)-(2 S ,3 R , Z )-Nakinadine A: First Asymmetric Synthesis and Absolute Configuration Assignment

✍ Scribed by Davies, Stephen G.; Fletcher, Ai M.; Roberts, Paul M.; Shah, Rushabh S.; Thompson, Amber L.; Thomson, James E.


Book ID
123618100
Publisher
American Chemical Society
Year
2014
Tongue
English
Weight
441 KB
Volume
16
Category
Article
ISSN
1523-7060

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The first asymmetric synthesis of (2S)-
✍ Duane E. DeMong; Robert M. Williams 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 126 KB

The first asymmetric synthesis of (2S)-, and (2R)-amino-3,3-dimethoxypropanoic acid (a-formylglycine dimethylacetal) has been achieved in two steps and 91% overall yield. The key step involved the quenching of a chiral glycine titanium enolate with trimethyl orthoformate.