Catalytic, asymmetric trans-selective hetero Diels-Alder reactions using a chiral zirconium complex.
Catalytic, asymmetric trans-selective hetero Diels-Alder reactions using a chiral zirconium complex.
复制标题
使用手性锆络合物的催化不对称反式选择性杂狄尔斯-阿尔德反应。
DOI：
10.1021/ol025745j
复制
发表时间：
2002
期刊：
影响因子：
5.2
通讯作者：
S. Kobayashi
中科院分区：
文献类型：
--
作者：
Y. Yamashita;S. Saito;H. Ishitani;S. Kobayashi
[反应：见正文]发展了第一个催化的不对称2，3-反式选择性杂化Diels-Alder反应。在叔丁醇锆和(R)-3，3‘-二碘联苯或其衍生物、伯醇和少量水存在下手性锆络合物的存在下，醛与Danishefsky’s Dienes反应顺利地合成了高产率、高反式选择性和对映体选择性的吡喃酮衍生物。将该反应应用于(+)-预内酯C的简捷合成。
[reaction: see text] The first catalytic, asymmetric 2,3-trans-selective hetero Diels-Alder reaction has been developed. The reactions of aldehydes with Danishefsky's dienes proceeded smoothly to afford the pyranone derivatives in high yields with high trans-selectivities and enantioselectivities in the presence of a chiral zirconium complex, which was prepared from zirconium tert-butoxide and (R)-3,3'-diiodobinaphthol or its derivatives, primary alcohol, and a small amount of water. This reaction was applied to the concise synthesis of (+)-prelactone C.