摘要
在THF溶液中,40-60℃及0.3-0.5MPa氢压条件下,[RuCl2(cht)]2+(S)-BINAP手性催化剂体系催化不饱和手性缩酮2选择加氢,再经脱去手性二醇,即可高立体选择性地制得(R)-3-甲基环十五烷酮(4,(R)-(-)-麝香酮),化学收率≥95%,光学纯度≥97%.手性缩酮2由D-苏糖醇或D-葡萄糖衍生的手性二醇3与3-甲基环十五烯-2-酮1生成.
Asymmetric hydrogenation of α,β unsaturated ketones is a great challenge to synthetic chemists. In this paper a novel process was presented. Chiral alcohols ( 3 ) from tartaric acid or glucose react with 3 methyl 2 cyclopentadecen 1 one ( 1 ) to form unsaturated chiral ketal ( 2 ). In the presence of another chiral catalysts, like [RuCl 2(cht)] 2 [( S ) BINAP], hydrogenation of the chiral ketals ( 2 ) produces, after the release of chiral alcohol, ( R ) muscone with high optical yield (98% e.e.) and good chemical yield (97%) under the conditions of THF, 50℃, 0.3 MPa for 40 h.
出处
《分子催化》
EI
CAS
CSCD
北大核心
1997年第6期433-438,共6页
Journal of Molecular Catalysis(China)
关键词
不饱和酮
不对称氢化
(R)-麝香酮
麝香酮
Double asymmetric induction
α
β unsaturated ketone
Asymmetric hydrogenation
( R ) muscone