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

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. (C) 2018 Elsevier Ltd. All rights reserved.