The Synthesis and Chemistry of Chiral Titanium Homoenolate

碩士 === 高雄醫學院 === 藥學研究所 === 85 === (S)-4-isopropyl-N-(3-tributylstannylpropionyl)oxazolidinone 20 是一個對掌鈦對映烯醇基的前趨物,它可以和醛類反應,如 p- nitrobenzaldehyde,而進一步得到相對應的醇類. 在論文第二部分,我們 完成對掌鈦複合體催化β-stannane methyl propnoate 25 和醛類的加成...

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Bibliographic Details
Main Authors: Chen, Shu-Ping, 陳淑萍
Other Authors: Wu Ming-Jung
Format: Others
Language:zh-TW
Published: 1997
Online Access:http://ndltd.ncl.edu.tw/handle/30032252207071455194
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Summary:碩士 === 高雄醫學院 === 藥學研究所 === 85 === (S)-4-isopropyl-N-(3-tributylstannylpropionyl)oxazolidinone 20 是一個對掌鈦對映烯醇基的前趨物,它可以和醛類反應,如 p- nitrobenzaldehyde,而進一步得到相對應的醇類. 在論文第二部分,我們 完成對掌鈦複合體催化β-stannane methyl propnoate 25 和醛類的加成 反應.在本論文中,我們利用對掌雙醇34 和35來生成對掌鈦複合體,這個反 應直接得到相對應的γ-對掌丁內酯,沒有分離中間產物γ-hydroxy esters,然而,所有最終得到的γ-丁內酯均為消旋體. (S)-4-isopropyl-N-(3-tributylstannylpropionyl)oxazolidinone 20 was used asa precursor of chiral titanium homoenolate, which reacted with an aldehyde,such as p-nitrobenzaldehyde, to give the corresponding alcohol. In the secondpart of this thesis, we completed the investigation of chiral titanium complexes catalyzed addition reactions ofβ-stannane methyl propanoate 25 with aldehydes. Chiral diol ligands 34 and 35 were used in this study to generate chiral titanium complexes. These reactions led directly to the corresponding γ-butyrolactones without isolation of intermediateγ-hydroxy ester.However, all the final the finalγ-butyrolactones were examed as racemic mixture.