Morita-Baylis-Hillman adduct derivatives (MBHADs): versatile reactivity in Lewis base-promoted annulation

Org Biomol Chem. 2015 Aug 28;13(32):8578-95. doi: 10.1039/c5ob00865d. Epub 2015 Jul 2.

Abstract

Lewis base-promoted annulation reactions with MBHADs have emerged as a key platform for the construction of functionalized carbo- and heterocycles. MBHADs, which are economical and readily available, exert diverse and amazing reactivity when reacted with a wide range of electrophiles. A variety of carbo- and heterocycles, most of which are predominant in natural products and pharmaceuticals, could be constructed with high efficiency. This tutorial review will describe these annulation reactions, with a special emphasis on recent work regarding diverse reactivities of MBHADs.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Alcohols / chemistry*
  • Cyclization
  • Lewis Bases / chemistry*
  • Molecular Structure
  • Polycyclic Compounds / chemical synthesis*
  • Polycyclic Compounds / chemistry

Substances

  • Alcohols
  • Lewis Bases
  • Polycyclic Compounds