ChemInform Abstract: Synthesis of Tetrahydrolipstatin

Autor:	Andrew D. Batcho, Charles M. Cook, L. F. Courtney, Milan R. Uskokovic, P. C. Tang, Naresh Chadha, Peter M. Wovkulich
Rok vydání:	2010
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Hydroboration Cyclopentadiene chemistry Stereochemistry Enantioselective synthesis Regioselectivity Organic chemistry Alcohol General Medicine Lactone
Zdroj:	ChemInform. 22
ISSN:	0931-7597
DOI:	10.1002/chin.199152163
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:	https://explore.openaire.eu/search/publication?articleId=doi_________::6b6cdce93dbe941ff4d5ac672e66c6c9 https://doi.org/10.1002/chin.199152163 Zobrazit plný text záznamu Plný text