1-Deoxy-D-galactohomonojirimycin was synthesized in seven steps from optically pure allenylstannane 4 and L-lactate-derived aldehyde 5 in 48% overall yield. The key step was the Lewis acid catalyzed reaction of 4 and 5 to give the syn-amino alcohol in excellent yield and very high diastereoselectivity.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/jo0303012 | DOI Listing |
Publication Analysis
Top Keywords
synthesis 1-deoxy-d-galactohomonojirimycin
4
1-deoxy-d-galactohomonojirimycin enantiomerically
4
enantiomerically pure
4
pure allenylstannanes
4
allenylstannanes 1-deoxy-d-galactohomonojirimycin
4
1-deoxy-d-galactohomonojirimycin synthesized
4
synthesized steps
4
steps optically
4
optically pure
4
pure allenylstannane
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!