Title

Sequential NiH-Catalyzed Hydroalkylation with Regio-switch: Investigation toward Stereoselective Synthesis of β-Enantioenriched Carbonyl Compounds

Alternative Title

니켈을 이용한 서로 다른 위치 선택성의 연속적인 하이드로알킬레이션 : 베타-이성질체 선택적 카보닐 화합물 합성 연구

DGIST Authors

Hyeontaek Nam ; Sangwon Seo

Advisor

서상원

Issued Date

2026

Awarded Date

2026-02-01

Type

Thesis

Description

Nickel hydride, hydroalkylation, regioselectivity, sequential

Table Of Contents

Ⅰ. Introduction 1
1.1 Backgrounds and previous studies 1
1.2 Our works 3
II. RESULTS AND DISCUSSIONS 4
2.1 Ni-H catalyzed hydroalkylation of alkyne 4
2.1.1 Reaction Optimization 4
2.1.2 Substrate Scopes 9
2.1.3 Synthetic Application 10
2.2 Mechanistic Studies 11
2.2.1 Radical Clock & Deuterium labeling Experiment 11
2.2.2 DFT Calculation 11
2.2.3 Proposed Mechanism 12
2.3 Ni-H catalyzed hydroalkylation of 1,1-disubstituted alkene 13
2.3.1 Reaction Optimization 13
2.3.2 enantioselectivity 18
2.4 Ni-H catalyzed Sequential hydroalkylation of Alkyne 19
2.4.1 Substrate Scopes 19
III. CONCLUTION 19
IV. EXPERIMENTAL SECTION 20
REFERENCE 36
국문 요약문 38

URI

https://scholar.dgist.ac.kr/handle/20.500.11750/59739
http://dgist.dcollection.net/common/orgView/200000947462

DOI

10.22677/THESIS.200000947462

Degree

Master

Department

Department of Physics and Chemistry

Publisher

DGIST

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