A formal total synthesis of anti-Helicobacter pylori agent (+)-spirolaxine methyl ether

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• 作者：Sunita K. Gadakh ; Arumugam Sudalai ; ^{a.sudalai@ncl.res.in" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Noyori&rsquo ; s asymmetric reduction ; Brown allylation ; Spiroketal ; Cu-catalyzed lactonization ; Phthalide
• 刊名：Tetrahedron Letters
• 出版年：2016
• 出版时间：6 January 2016
• 年：2016
• 卷：57
• 期：1
• 页码：25-28
• 全文大小：648 K

文摘

A convergent, formal enantioselective synthesis of anti-Helicobacter pylori agent, (+)-spirolaxine methyl ether 2 has been achieved in high enantiomeric purity starting from commercially available 1,5-pentanediol. The strategy mainly comprises of the Noyori’s asymmetric reduction and Brown allylation/Cu-catalyzed lactonization as the key step for the construction of key chiral intermediates, spiroketal 3 and phthalide fragment 4.