Department of Chemistry, SUNY Stony Brook, Stony Brook, New York 11794-3400, USA.
Org Lett. 2008 Dec 4;10(23):5345-8. doi: 10.1021/ol802063h.
A convenient Grubbs II metathesis provides dihydrooxasilines by relay RCM (RRCM). Dihydrooxasilines undergo ring opening to give Z-vinyl silanes. These can then be converted to Z-vinyl iodides. This sequence provides a short, high yield, and convenient route to trisubstituted Z-vinyl iodides, useful intermediates for the preparation of polypropionate antibiotics.
方便的 Grubbs II 复分解反应通过接力 RCM(RRCM)提供二氢氧硅烷。二氢氧硅烷开环得到 Z-乙烯基硅烷。这些可以进一步转化为 Z-乙烯基碘化物。这个序列提供了一条简短、高产、方便的路线,得到三取代的 Z-乙烯基碘化物,这是制备聚丙酸盐抗生素的有用中间体。