AbstractConjugate addition is one of the most powerful and practical methods for the formation of carbon‐carbon and carbon‐heteroatom bonds in organic synthesis. Owing to the rapid development of asymmetric catalysis, significant progress has been made in the field of asymmetric conjugate addition, such as 1,4‐addition and 1,6‐addition. However, formidable challenge of controlling chemo‐, regio‐ and stereoselectivity arises with the extended conjugated systems. Recently, with the aid of Brønsted acids catalysis, functionalized benzyl alcohols and indolylmethanols has been successfully developed as suitable precursors of electron‐deficient conjugate systems for organocatalytic remote stereocontrolled conjugate additions. This review investigates the advances in the field of organocatalytic enantioselective 1,8‐conjugate addition and 1,10‐conjugate addition of in situ formed electron‐deficient conjugate systems from functionalized alcohols, which is organized according to the substrates.