One-pot kinetic resolution–Mitsunobu reaction to access optically pure compounds, using silver salts in the substitution protocol

Autor:	Ashutosh V. Bedekar, Hiten B. Raval
Rok vydání:	2020
Předmět:	Alcohol General Chemistry Catalysis Kinetic resolution chemistry.chemical_compound chemistry Nucleophile Yield (chemistry) Materials Chemistry Organic chemistry Mitsunobu reaction Azide Enantiomer Stoichiometry
Zdroj:	New Journal of Chemistry. 44:21238-21243
ISSN:	1369-9261 1144-0546
Popis:	A practical method is developed to access chiral arylalkyl carbinols with a high yield from racemic alcohols. A one-pot enzyme mediated Kinetic Resolution followed by Mitsunobu esterification of the unreacted enantiomer of alcohol with metal acetate results in a nearly complete formation of chiral acetate. Substitution with AgOAc was found to be the most efficient, and the use of sub stoichiometric amounts of AgNO3 and excess of NaOAc affords comparable results; the protocol was further extended to introduce azide as a nucleophile.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::92622e8ce5036d9ad4f3c5286d260eae https://doi.org/10.1039/d0nj04802j Zobrazit plný text záznamu