Robinson James E, Brimble Margaret A
Department of Chemistry, The University of Auckland, 23 Symonds St., Auckland, New Zealand.
Chem Commun (Camb). 2005 Mar 28(12):1560-2. doi: 10.1039/b418106a. Epub 2005 Jan 26.
The first enantioselective synthesis of the anti-Helicobacter pylori agent (+)-spirolaxine methyl ether has been carried out in a convergent fashion by heterocycle-activated Julia olefination of a spiroacetal-containing sulfone fragment with a phthalide-containing aldehyde fragment. The total synthesis of (+)-spirolaxine methyl ether establishes the absolute stereochemistry of the natural product to be (3R,2''R,5''R,7''R).
抗幽门螺杆菌药物（+）-螺拉辛甲醚的首次对映选择性合成是以收敛方式进行的，通过含螺缩醛的砜片段与含邻苯二甲酸酯的醛片段进行杂环活化的Julia烯化反应。（+）-螺拉辛甲醚的全合成确定了天然产物的绝对立体化学为（3R，2''R，5''R，7''R）。
