Title: 對-苯菎與環戊二烯及1,3-環己二烯進行二次Diels-Alder反應加成物立體化學之新確定方法
A New Method for the Determination of theStereochemistry of the Bisadduts of p-BenzoquinoneWith Cyclopentadiene and 1,3-Cyclohexadiene
Authors: 曹景博
Jing-Bo Tsao
Dr. Hsien-Jen Wu
Keywords: 立體化學;stereochemistry
Issue Date: 2000
Abstract: 對-苯菎與環戊二烯及1,3-環己二烯進行二次 Diels-Alder反應加成物立體化學之新確定方法 學生:曹景博 指導教授:吳獻仁 博士 國立交通大學應用化學研究所 中文摘要 本論文利用對-苯菎與環戊二烯及1,3-環己二烯進行二次Diels-Alder反應合成化合物8,9,16及17,並經由還原反應及碘誘導環化反應兩步驟合成出骨架上含有兩個氧之含 氧籠狀化合物7,12,13及含碘籠狀化合物15,再利用簡單的2D及NOE實驗來單獨的確認各個加成物的立體化學。 利用化合物14及21溶於氯仿中加入PTSA催化,可成功合成出新骨架之含氧籠狀化合物22及23。
A New Method for the Determination of the Stereochemistry of the Bisadduts of p-Benzoquinone With Cyclopentadiene and 1,3-Cyclohexadiene Student: Jing-Bo Tsao Advisor: Dr. Hsien-Jen Wu Institute of Applied Chemistry National Chiao Tung University ABSTRACT The four bisadduts 10, 11, 18, 19 are synthesis of p-benzoquinone with cyclopentadiene and 1,3-cyclohexadiene . They were converted into the dioxa-cage 9, 14, 15 and diiodo- cage 17 by reduction and iodine-induced cyclization two steps. The stereochemistry of dioxa-cage 9, 14, 15 were determination by the 2D and NOE expermination.
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