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Total Synthesis of (+)‐Neopeltolide

2008; Wiley; Volume: 47; Issue: 25 Linguagem: Inglês

10.1002/anie.200801399

1521-3773

Haruhiko Fuwa, Shinya Naito, Tomomi Goto, Makoto Sasaki,

Marine Sponges and Natural Products

Rapid elaboration: (+)-Neopeltolide, a novel marine metabolite with potent cytotoxicity against several cancer cell lines, was the target of an efficient total synthesis (see scheme). The construction of the 2,4,6-trisubstituted tetrahydropyran substructure is based on a Suzuki–Miyaura coupling/ring-closing metathesis sequence. BOM=benzyloxymethyl, MPM=4-methoxyphenylmethyl, TIPS=triisopropylsilyl.