Divergent total synthesis of penaresidin B and its straight side chain analogue

作者：Fujiwara Tomoya; Hashimoto Kazuki; Umeda Masanori; Murayama Saki; Ohno Yuki; Liu Bo; Nambu Hisanori; Yakura Takayuki^*

来源：Tetrahedron, 2018, 74(35): 4578-4591.

DOI：10.1016/j.tet.2018.07.023

• Analogue
• Azetidine
• Olefin cross-metathesis reaction
• Penaresidin
• S(N)2 cyclization

The divergent synthesis of penaresidin B and its straight side chain analogue was accomplished by constructing an azetidine ring via S(N)2 type cyclization of protected 2,3-syn-3,4-syn-4-amino-1,3-dihydroxyhept-6-en-2-yl mesylate and late-stage introduction of an alkyl side chain via olefin cross metathesis of 4-allylazetidine with readily available terminal alkenes. This synthetic route would be useful to synthesize penaresidin side chain analogues.

• 出版日期2018-8-30