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![Catalytic Asymmetric Multi-Component Kabachnik-Fields Reaction by Vanol-Derived Zirconium Complex and Total Synthesis of Sphingoid Bases için kapak resmi Catalytic Asymmetric Multi-Component Kabachnik-Fields Reaction by Vanol-Derived Zirconium Complex and Total Synthesis of Sphingoid Bases için kapak resmi](/client/assets/d79c3e4af2b6d196/ctx/images/no_image.png)
Catalytic Asymmetric Multi-Component Kabachnik-Fields Reaction by Vanol-Derived Zirconium Complex and Total Synthesis of Sphingoid Bases
Başlık:
Catalytic Asymmetric Multi-Component Kabachnik-Fields Reaction by Vanol-Derived Zirconium Complex and Total Synthesis of Sphingoid Bases
Yazar:
Dai, Yijing, author.
ISBN:
9780438009608
Yazar Ek Girişi:
Fiziksel Tanımlama:
1 electronic resource (230 pages)
Genel Not:
Source: Dissertation Abstracts International, Volume: 79-10(E), Section: B.
Advisors: William D. Wulff Committee members: Xuefei Huang; Aaron L. Odom; Jetze J. Tepe.
Özet:
A highly efficient asymmetric catalytic approach to synthesize -amino phosphonates by employing aldehydes, amines and diethyl phosphites under a chiral VANOL-derived zirconium complex was developed. The asymmetric induction of this direct three-component hydrophosphonylation reaction (Kabachnik-Fields reaction) of aliphatic aldehydes reaches over 90% ee for the first time. Broad scope of aromatic and aliphatic substrates bearing various functional groups including silyl ether, ester, amide, olefin, alkyne, azide etc. can be tolerated under the reaction conditions with good yield and ee. In the preliminary mechanism study, it was found that the 2-hydroxyl group on the aniline is crucial to the introduction of the enantioselectivity.
Sphingoid bases are backbones of new class sphingolipids and they have four different members present in two-headed family with similar structure, but with different stereochemistry. The key step in the synthesis of sphingoid bases are nucleophilic addition between two heads and highly enantioselective trans- / cis-asymmetric aziridination, which is for setting four chiral centers in the structures.
Notlar:
School code: 0128
Konu Başlığı:
Tüzel Kişi Ek Girişi:
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Yer Numarası | Demirbaş Numarası | Shelf Location | Lokasyon / Statüsü / İade Tarihi |
---|---|---|---|
XX(681526.1) | 681526-1001 | Proquest E-Tez Koleksiyonu | Arıyor... |
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