TY - JOUR AU - Takikawa, Hiroshi; Murata, Kazuki; Sato, Shogo; Kawada, Takuma; Nakakohara, Hiroshi; Ohmori, Ken; Suzuki, Keisuke TI - Synthetic Study on Lactonamycins, Part 2: Stereoselective Access to ABCD-Ring System SN - 0936-5214 SN - 1437-2096 PY - 2020 JO - Synlett JF - Synlett LA - EN VL - 31 IS - 16 SP - 1623 EP - 1628 ET - 2020/07/21 DA - 2020/09/16 KW - natural products KW - total synthesis KW - lactonamycins KW - aromatic polyketides KW - isoxazoles KW - benzoin cyclization AB - Toward a stereoselective total synthesis of the lactonamycins, we recently reported an approach to the DEF-ring system. Here we report a model study for constructing the ABCD-ring system, revealing a viable approach through (1) construction of the C-ring by asymmetric benzoin cyclization, (2) introduction of an angular hydroxy group through oxidation of an isoxazolium salt, and (3) construction of the AB rings through a ring-opening/closing sequence. PB - © Georg Thieme Verlag DO - 10.1055/s-0040-1707198 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0040-1707198 ER -