Du Haifeng, Long Jiang, Hu Jieyu, Li Xin, Ding Kuiling
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, The People's Republic of China.
Org Lett. 2002 Nov 28;4(24):4349-52. doi: 10.1021/ol027034r.
[reaction: see text] A BINOLate-zinc complex prepared in situ from Et(2)Zn and 3,3'-dibromo-1,1'-bi-2-naphthol (3,3'-Br(2)-BINOL) was found to be a highly efficient catalyst for the enantioselective hetero-Diels-Alder reaction of Danishefsky's diene and aldehydes to give 2-substituted 2,3-dihydro-4H-pyran-4-one in up to quantitative yield and 98% ee.
[反应:见正文] 由二乙基锌(Et(2)Zn)和3,3'-二溴-1,1'-联萘酚(3,3'-Br(2)-BINOL)原位制备的联萘酚锌配合物被发现是一种高效催化剂,可用于催化达尼谢夫斯基双烯与醛的对映选择性杂环狄尔斯-阿尔德反应,以高达定量的产率和98%的对映体过量(ee)得到2-取代的2,3-二氢-4H-吡喃-4-酮。