Malkov Andrei V, Orsini Monica, Pernazza Daniele, Muir Ken W, Langer Vratislav, Meghani Premji, Kocovský Pavel
Department of Chemistry, University of Glasgow, Glasgow G12 8QQ, UK.
Org Lett. 2002 Mar 21;4(6):1047-9. doi: 10.1021/ol025654m.
[reaction: see text] The Sakurai-Hosomi-type allylation of aromatic and heteroaromatic aldehydes can be catalyzed by the new heterobidenate bipyridine monoxide PINDOX with high enantioselectivities. The sterochemical outcome is mainly controlled by the axial chirality in PINDOX, which in turn is determined by the annulated terpene units.
[反应:见正文] 新型双齿联吡啶单氧化物PINDOX能够催化芳香醛和杂芳香醛的Sakurai-Hosomi型烯丙基化反应,并具有高对映选择性。立体化学结果主要由PINDOX中的轴手性控制,而轴手性又由稠合萜烯单元决定。