Synthesis of novel chiral hydrobenzoin mono-tert-butyl ethers derived from m-hydrobenzoin and their application as chiral auxiliaries in the diastereoselective reduction of α-keto esters

Autor:	M. Knollmueller, Peter Gaertner, Joachim Broeker, Christian Schuster
Rok vydání:	2005
Předmět:	inorganic chemicals Tert butyl Chemistry organic chemicals Organic Chemistry Catalysis Inorganic Chemistry Benzyl ether Glyoxylates Organic chemistry heterocyclic compounds Stereoselectivity Physical and Theoretical Chemistry Chiral derivatizing agent
Zdroj:	Tetrahedron: Asymmetry. 16:2631-2647
ISSN:	0957-4166
Popis:	Three m-hydrobenzoin derived chiral hydrobenzoin mono-tert-butyl ethers were synthesized by a new reaction pathway and tested as chiral auxiliaries in the L-selectride® mediated stereoselective reduction of their corresponding phenyl glyoxylates. As a result, improved stereoselectivities of up to a ratio of 92:8 compared to 84:16 with the initially examined analogous benzyl ether were achieved.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::4c49e3c8a2b561b51c2f985090582384 https://doi.org/10.1016/j.tetasy.2005.06.033 Zobrazit plný text záznamu Full Text from ScienceDirect