TY - JOUR AU - Roselló, María Sánchez; del Pozo, Carlos; Fustero, Santos TI - A Decade of Advance in the Asymmetric Vinylogous Mannich Reaction SN - 0039-7881 SN - 1437-210X PY - 2016 JO - Synthesis JF - Synthesis LA - EN VL - 48 IS - 16 SP - 2553 EP - 2571 ET - 2016/06/21 DA - 2016/08/03 KW - vinylogous KW - Mannich reaction KW - asymmetric synthesis KW - γ-aminocarbonyl compounds KW - dienolates AB - When the principle of vinylogy is applied to imines as electrophiles, the so-called vinylogous Mannich reaction (VMR), γ-aminocarbonyl (such as butenolides) and β-aminocarbonyl compounds are generated in a very efficient manner. The asymmetric version of this vinylogous Mannich reaction gives access to highly functionalized chiral synthons, which are suitable for further transformations. The versatility of this methodology is exemplified with the synthesis of several alkaloids and natural products.1 Introduction2 Asymmetric Vinylogous Mannich Reactions (VMR) with 2-Silyl­oxyfurans and 2-Silyloxypyrroles3 Asymmetric VMR with Acyclic Silyl Dienolates and Silyl Dienol Ketene Acetals4 Asymmetric VMR with γ-Butenolides and γ-Butyrolactams5 Asymmetric VMR with α,α-Dicyanoolefins6 Miscellaneous Donors in Asymmetric VMR7 Application of the VMR to Natural Product Synthesis8 Conclusions PB - © Georg Thieme Verlag DO - 10.1055/s-0035-1561650 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0035-1561650 ER -