ChemInform Abstract: Selectivity Reversal During Thia-Michael Additions Using Tetrabutylammonium Hydroxide: Operationally Simple and Extremely High Turnover

Autor: Jennifer M. Marchi, Daniel R. Nicponski
Rok vydání: 2014
Předmět:
Zdroj: ChemInform. 45
ISSN: 0931-7597
DOI: 10.1002/chin.201452091
Popis: The use of tetrabutylammonium hydroxide as a novel and exceedingly efficient thia-Michael addition catalyst is herein described. This extremely simple methodology allows for the conjugate addition of a wide variety of mercaptan nucleophiles, and functions remarkably well with a very wide range of both classical and non-classical Michael acceptors. Contradistinctive to current literature reports, the use of this catalyst more efficiently promotes the addition of more basic thiols. This methodology is especially attractive and operationally simple, as it generally proceeds with only 1 mol% catalytic loading and without excess reagent, and the produced products typically require no purification.
Databáze: OpenAIRE