Microwave-assisted synthesis of methyl (1S,2R,4S,5S)-7-aza-5-hydroxybicyclo[2.2.1]heptane-2-carboxylate through unexpected stereoselective substitution reaction
✍ Scribed by Satoru Onogi; Shuhei Higashibayashi; Hidehiro Sakurai
- Book ID
- 113930825
- Publisher
- Elsevier Science
- Year
- 2012
- Tongue
- French
- Weight
- 903 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
A stereoselective approach for the synthesis of (+)-(1R,2S,5S,7R)-2-hydroxy-exo-brevicomin from L-ascorbic acid has been described. The key steps are highly stereoselective nucleophilic addition reaction on aldehyde 8 and also a single pot transformation of 15 to (+)-(1R,2S,5S,7R)-2-hydroxy-exo-brev
Single-crystal X-ray study T = 298 K Mean '(C±C) = 0.003 A Ê R factor = 0.025 wR factor = 0.065 Data-to-parameter ratio = 16.7 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
## Abstract Starting from 2,3‐__O__‐(3‐pentylidene)‐D‐glyceraldehyde (3), we prepared the bicyclic pheromone (1__S__,2__S__,4__R__,5__R__)‐(−)‐β‐multistriatin (1) on a gram scale. Key steps of the synthesis are a __cis__‐selective Wittig olefination followed by diastereo‐selective Michael addition