Synthesis of tetrahydrolipstatin
| Autor: | P. C. Tang, Naresh Chadha, Andrew D. Batcho, L. F. Courtney, Charles M. Cook, Milan R. Uskokovic, Peter M. Wovkulich |
|---|---|
| Rok vydání: | 1991 |
| Předmět: | |
| Zdroj: | The Journal of Organic Chemistry. 56:4714-4718 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo00015a027 |
| Popis: | An asymmetric synthesis of tetrahydrolipstatin (4) is described. Application of our previously described in situ cyclopentadiene alkylation-asymmetric hydroboration protocol provided the key chiral alcohol 9. In the course of this work, the presence of a free hydroxyl group was found to exert a strong directing effect on the regioselectivity of a Baeyer-Villiger reaction (16→17). Subsequent transformations of lactone 17 produced tetrahydrolipstatin (4) |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|