多官能团手性环己烯的合成
Synthesis of polyfunctionalized chiral cyclohexene
作者：贺姣姣;王雨;宋颢;孔晨;
Author：
收稿日期： 年卷（期）页码：2015,30(03):-271-275
期刊名称：华西药学杂志
Journal Name：WEST CHINA JOURNAL OF PHARMACEUTICAL SCIENCES
关键字：环已烯;手性;Diels-Alder反应;Evans手性助剂;噁唑烷酮;亲双烯体;双烯体;空间位阻
Key words：
基金项目：国家自然科学基金资助项目(批准号:21002066)
中文摘要
目的研究含不同噁唑烷酮的亲双烯体1和不同类型侧链取代的双烯体2对不对称Diels-Alder反应的影响。方法制备亲双烯体1a~1e与双烯体2a~2f,并考察不同底物对Diels-Alder反应的影响。结果 (S)-4-苯乙基-噁唑烷酮亲双烯体1e和双烯体2g以最佳选择性得到endo手性环己烯化合物3-Ⅰ和3-Ⅱ(3∶1);所合成的化合物结构经IR、1HNMR、13CNMR和HRMS分析确证。结论噁唑烷酮4位取代基的空间位阻是决定反应立体选择性的主要因素;大位阻保护基和较长侧链的双烯体有利于产物获得较优的选择性。
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