TY - JOUR AU - Tsukano, Chihiro; Oimura, Atsuko; Enkhtaivan, Iderbat; Takemoto, Yoshiji TI - Synthetic Study of Matrine-Type Alkaloids: Stereoselective Construction of the AB Rings of the Quinolizidine Skeleton SN - 0936-5214 SN - 1437-2096 PY - 2014 JO - Synlett JF - Synlett LA - EN VL - 25 IS - 05 SP - 653 EP - 656 ET - 2014/02/10 DA - 2014/03/05 KW - quinolizidines KW - stereoselective synthesis KW - alkaloids KW - matrine KW - pyridines AB - A new method has been developed for the stereoselective construction of the AB rings of the quinolizidine skeleton of ­matrine-type alkaloids with a cis-cis stereochemistry. The key features of this method involve: (i) construction of the quinolizidine by reduction of an acylpyridinium cation; and (ii) late-stage introduction of methoxypyridine by sequential Stille coupling and diastereo­selective hydrogenation reactions. PB - © Georg Thieme Verlag DO - 10.1055/s-0033-1340179 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0033-1340179 ER -