Total Syntheses of Hamigeran B
作者： Michel Miesch , Tania Welsch , Vincent Rietsch , Laurence Miesch
DOI: 10.1016/B978-0-08-099362-1.00007-2
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摘要: Abstract This chapter describes various syntheses of hamigeran B. Different methodologies were developed, and for our part, we achieved a formal synthesis (±)-hamigeran B involving an intramolecular alkynylogous Mukaiyama aldol reaction promoted by dual Lewis acid activation as key step. unexpected was discovered treating ketone with TBSOTf/NEt 3 in order to obtain the corresponding silyl enol ether, which, fact, evolves toward new type reaction. Fortunately, study scope limitations this allowed us set up original synthetic route Our results indicated clearly that serendipity plays role development strategies organic synthesis.
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