11.6 Synthesis of Carbacycles by Formal [3+3] Cyclizations

Abstract: Lewis acid mediated [3+3] cyclizations of 1,3-bis(silyl enol ethers) with 1,3-dielectrophiles, such as 1,1,3,3-tetramethoxypropane, 3-silyloxy-2-en-1-ones and 1,1-diacylcyclopropanes, provide an efficient approach to a variety of functionalized arenes (such as salicylates and phenols) and other six-membered carbocyclic products which are of pharmacological relevance.

Review: Synthesis 2007, 327-347.

Period of investigation: 2002 – 2014

Keywords: silyl enol ether; cyclizations; arenes