Sandmeier Tobias, Goetzke F Wieland, Krautwald Simon, Carreira Erick M
ETH Zürich , Vladimir-Prelog-Weg 3 , HCI, 8093 Zürich , Switzerland.
J Am Chem Soc. 2019 Aug 7;141(31):12212-12218. doi: 10.1021/jacs.9b05830. Epub 2019 Jul 26.
The iridium-catalyzed asymmetric allylic substitution under biphasic conditions is reported. This approach allows the use of various unstable and/or volatile nucleophiles including hydrazines, methylamine, -butyl hydroperoxide, -hydroxylamine, α-chloroacetaldehyde and glutaraldehyde. This transformation provides rapid access to a broad range of products from simple starting materials in good yields and up to >99% ee and 20:1 d.r. Additionally, these products can be elaborated efficiently into a diverse set of cyclic and acyclic compounds, bearing up to four stereocenters.
报道了在双相条件下铱催化的不对称烯丙基取代反应。该方法允许使用各种不稳定和/或挥发性亲核试剂，包括肼、甲胺、叔丁基过氧化氢、羟胺、α-氯乙醛和戊二醛。这种转化能从简单的起始原料快速获得多种产物，产率良好，对映体过量率高达>99%，非对映体比例为20:1。此外，这些产物可以有效地转化为多种带有多达四个立体中心的环状和非环状化合物。
