Generic placeholder image

Mini-Reviews in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

Amphiphilic Allylic Alkylation with Allyl Alcohols Promoted by Pd-Catalyst and Triethylborane

Author(s): Masanari Kimura and Yoshinao Tamaru

Volume 6, Issue 4, 2009

Page: [392 - 397] Pages: 6

DOI: 10.2174/157019309789371631

Price: $65

Abstract

The combination of Pd catalyst and triethylborane induces allylic alcohols to undergo direct electrophilic allylation of soft nucleophiles. Similar conditions also accelerate nucleophilic allylations of aldehydes and aldimines to provide homoallyl alcohols and homoallylamines, respectively. Moreover, 2-methylenepropane-1,3-diol undergoes a sequential amphiphilic activation to react with aldehydes and aldimines, giving rise to 3-methylenecyclopentanols and 3-methylenepyrrolidines.

Keywords: Palladium, amphiphilic allylation, allyl alcohol, triethylborane, pyrrolidine


Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy