1,8-二氮杂双环[5.4.0]十一碳-7-烯催化的手性α-亚砜烯酮的立体选择性重排反应不对称合成γ-羟基α-烯酮。
Asymmetric synthesis of gamma-hydroxy alpha-enones by 1,8-diazabicyclo[5.4.0]undec-7-ene-catalyzed stereoselective rearrangement of chiral alpha-sulfinyl enones.
机构信息
School of Pharmacy, Nihon University, 7-7-1, Narashinodai, Funabashi-shi, Chiba 274-8555, Japan.
出版信息
Org Lett. 2010 Sep 3;12(17):3882-5. doi: 10.1021/ol1015724.
PMID:20704185
Abstract
The asymmetric rearrangement of optically active alpha-sulfinyl enone 1 induced by catalytic DBU and triphenylphosphine gave optically active gamma-hydroxy alpha-enone derivatives (up to 99% ee) in good yield following treatment with aqueous hydrogen peroxide.
摘要
手性亚砜烯酮 1 在催化量的 DBU 和三苯基膦作用下发生不对称重排，随后用双氧水进行处理，以良好的收率得到了光学活性的γ-羟基α-烯酮衍生物（高达 99%的对映体过量）。
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