0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
33.4.6 Product Subclass 6: Enamines

DOI: 10.1055/sos-SD-033-00516

Sammakia, T.; Abramite, J. A.; Sammons, M. F.Science of Synthesis, (200733405.

General Introduction

The synthesis and chemistry of enamines has been an active area of research ever since Stork described the use of enamines for the formation of CC bonds in the 1950s.[‌1‌] These compounds are often used as enolate equivalents in reactions with electrophiles such as reactive alkyl halides, active esters, or conjugated alkenes, which can act as Michael acceptors.[‌2‌‌5‌] While they can be isolated and purified by distillation, they are hydrolytically sensitive and typically cannot tolerate exposure to moisture or chromatography, and at times are used as prepared without purification. Since their original disclosure, there has been a virtual explosion in this field with numerous examples of the use of enamines in synthesis,[‌6‌] along with the development of a myriad of new methods for their preparation. Over thirty reviews and several monographs have been written on this topic, the most recent of which provide up-to-date information on the synthesis, chemistry, and properties of enamines.[‌2‌‌13‌] The most recent and comprehensive monograph is an excellent source for more in-depth information about aspects of enamine chemistry not covered in this article.[‌10‌]

MMMMMM: Meeeeeee eee eee eeeee ee ee eeeee ee e eeeee; eeeeeee, eeeeee ee eeeeeee eee eeeeeeeee, eee eeeee eeeeeeeee eeeeee ee eeeeeee eeeee eee eeeeeeee eeeeeeeeeee eeeee eeee eeeee eeeeeeeeeee eeeeeeeee eeeeeeeeee eeeee ee e eeeeee eeeeeeee eeeeeeeeee.