六氢呋喃-3-醇及其吡喃衍生物的催化不对称合成。
Catalytic Asymmetric Synthesis of Hexahydro-furofuran-3-ol and Its Pyran Derivatives.
机构信息
Department of Chemistry, Pohang University of Science and Technology (POSTECH), 77 Cheongam-Ro, Nam-gu, Pohang, Gyeongbuk, Republic of Korea 37673.
出版信息
Org Lett. 2021 May 7;23(9):3584-3587. doi: 10.1021/acs.orglett.1c00981. Epub 2021 Apr 19.
The catalytic asymmetric synthesis of hexahydro-furofuran-3-ol, a key fragment of HIV protease inhibitors, is reported. A signature event is represented by the sequential metal catalysis that combines the Pd-catalyzed asymmetric hydroalkoxylation of ene-alkoxyallene and ring-closing metathesis (RCM). Notably, this unprecedented and highly chemoselective approach allows for a unified access to pyranofuranol and furopyranol derivatives.
报道了 HIV 蛋白酶抑制剂关键片段六氢呋喃-3-醇的催化不对称合成。一个标志性事件是通过 Pd 催化的烯醇-烷氧基丙二烯的不对称羟烷化和环化复分解（RCM）的顺序金属催化来实现的。值得注意的是，这种前所未有的、高化学选择性的方法可以统一地得到吡喃呋喃醇和呋喃吡喃醇衍生物。
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