Firmenich SA, Corporate R&D Division, P.O. Box 239, 1211 Geneva 8, Switzerland.
Chemistry. 2010 Feb 22;16(8):2487-95. doi: 10.1002/chem.200902774.
(+)-(R,Z)-5-Muscenone ((R)-1) was synthesized by an enantioselective aldol reaction, catalyzed by new ephedrine-type Ti reagents (up to 70 % enantiomeric excess). Substrate-directed diastereoselective reduction of the aldol product and Grob fragmentation of the tosylate of the resultant 1,3-diol afforded (+)-1. This approach also gave access to (-)-(R,E)-5-muscenone and (-)-(R)-muscone.
（+）-（R，Z）-5-麝香酮（（R）-1）通过对映选择性羟醛反应合成，由新型麻黄碱型 Ti 试剂（高达 70%的对映体过量）催化。烯醇式产物的底物定向非对映选择性还原和得到的 1,3-二醇的对甲苯磺酸盐的 Grob 断裂得到（+）-1。这种方法还可以得到（-）-（R，E）-5-麝香酮和（-）-（R）-麝香酮。
