Vicinal diol controller approach to highly diastereoselective hydroxy-directed MCPBA epoxidations of allylic alcohols with oxygen-bearing stereocenters

Autor:	Seiki Saito, Kagetada Nishioka, Hiroyuki Itoh, Toshio Moriwake, Yukiji Ono
Rok vydání:	1993
Předmět:	Allylic rearrangement Bearing (mechanical) Stereochemistry Organic Chemistry Diol chemistry.chemical_element Primary alcohol Oxygen Catalysis law.invention Stereocenter Inorganic Chemistry chemistry.chemical_compound chemistry law Physical and Theoretical Chemistry Aliphatic compound Vicinal
Zdroj:	Tetrahedron: Asymmetry. 4:5-8
ISSN:	0957-4166
Popis:	The diastereofaces of primary allylic alcohols bearing (4S,5S)-bis(t-butyldimethylsiloxy)—framework as a controller of acyclic conformation have been differentiated with high %de's in hydroxy-directed MCPBA epoxidations. The stereochemical outcome of this process has been discussed and rationalized by invoking both the “outside—inside bias” concept previously proposed and the possible transition state structure proposed by Sharpless.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b2fd6aafc8a269c491e3fc29294b2c17 https://doi.org/10.1016/s0957-4166(00)86003-6 Zobrazit plný text záznamu