摘要
本文报道了在手性膦过渡金属配合物催化下,以对溴甲苯(4a)与6-甲基-5-庚烯-2-溴化镁(5)经不对称交叉偶联反应合成(R)-(-)-和(S)-(+)-a-姜黄烯(1)的方法,光学收率分别为44％e.e.和50.3％e.e.。(R)-(-)-a-姜黄烯经Birch还原得到(R)-(-)-β-姜黄烯(2)。对溴苯甲醚(4b)经不对称交叉偶联、Birch还原等反应合成了(S)-(+)-γ-姜黄烯(3)。
A new and feasible method for synthesizing optically active(R)-(-)-and (S)-(+)-α-cur-cumene (1) via 6-methyl-5-heptene-2-magnesium bromide (5) asymmetric cross-coupling reac-tion with p-bromotoluene(4a) catalyized by chiral phosphine-transition metal complexes, in opticalyield up to 50%e.e., was discribed. (R)-(--)-α-Curcumene (1) was converted into (R)-(--)-β-curcumene (2) by Birch reduction. (S)-(+)-γ-Curcumene (3) was synthesized from p-bro-mophenylmethyl ether (4b) via asymmetric cross-coupling, Birch reduction etc.,
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
1993年第3期244-249,共6页
Chinese Journal of Organic Chemistry
关键词
立体选择性
合成
光学活性
姜黄烯
asymmetric cross-coupling
stereoselective synthesis
sesquiterpene
optically active curcumenes
