An improved synthesis of 1α-hydroxy Vitamin D3

Autor:	W. Nerinckx, Halkes Sebastianus J, Wilhelmus R M Overbeek, P. De Clercq, C. Couwenhoven
Rok vydání:	1991
Předmět:	Vitamin Allylic rearrangement Stereochemistry Organic Chemistry Previtamin D3 Diol Regioselectivity Biochemistry law.invention Adduct chemistry.chemical_compound chemistry law Drug Discovery Stereoselectivity Walden inversion
Zdroj:	Tetrahedron. 47:9419-9430
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(01)80888-7
Popis:	The efficient and stereoselective introduction of the 1α-OH function in vitamin D3 is described starting from the known previtamin D3 adduct 6. The sequence involves the stereoselective allylic bromination to 9, followed by substitution with mercuric(II)acetate which occurs with retention of configuration to yield acetate 22. Basic hydrolysis gives diol 7, a known precursor of 1α-OH vitamin D3.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::55e533ac1376fc1ee5ef094be34a6f6a https://doi.org/10.1016/s0040-4020(01)80888-7 Zobrazit plný text záznamu