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Synthesis of Saturated Building Blocks: From Conformationally Rigid Bicycles to Alkyl Boronates
Synthesis of Saturated Building Blocks: From Conformationally Rigid Bicycles to Alkyl Boronates
상세정보
- 자료유형
- 학위논문 서양
- 최종처리일시
- 20250211153035
- ISBN
- 9798346739838
- DDC
- 547
- 저자명
- Paul, Shashwati.
- 서명/저자
- Synthesis of Saturated Building Blocks: From Conformationally Rigid Bicycles to Alkyl Boronates
- 발행사항
- [Sl] : Indiana University, 2024
- 발행사항
- Ann Arbor : ProQuest Dissertations & Theses, 2024
- 형태사항
- 390 p
- 주기사항
- Source: Dissertations Abstracts International, Volume: 86-05, Section: B.
- 주기사항
- Advisor: Brown, M. Kevin.
- 학위논문주기
- Thesis (Ph.D.)--Indiana University, 2024.
- 초록/해제
- 요약Conformational rigidification is an established strategy in the field of drug discovery as it improves the pharmacological profile of drug candidates. Cyclobutanes and cyclopropanes gain popularity in drug discovery due to their rigid structure. However, cyclopentane and cyclohexane rings are flexible. To rigidify the conformation of these medium size ring systems, bicyclo[2.1.1]-hexane systems and ladderane systems were synthesized and further functionalized using [2+2]-cycloaddition, Wolff rearrangement, C-H functionalization reactions. Taking inspiration from the diazo intermediates used in the Wolff rearrangement reaction, a deaminative cross-coupling reaction of alkyl nitroso carbamates was also developed. Due to strong C-N bond, cross coupling of alkyl amines are difficult. To circumvent this problem, a metal free cross coupling reaction between alkyl nitroso carbamates and boronic acids was developed to synthesize complex secondary boronates. Later, the deamination strategy was also used for palladium catalysed heck type coupling reactions.Equations not included.
- 일반주제명
- Organic chemistry
- 일반주제명
- Chemistry
- 일반주제명
- Physical chemistry
- 일반주제명
- Inorganic chemistry
- 키워드
- Rigid bicycle
- 기타저자
- Indiana University Chemistry
- 기본자료저록
- Dissertations Abstracts International. 86-05B.
- 전자적 위치 및 접속
- 로그인 후 원문을 볼 수 있습니다.
MARC
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■020 ▼a9798346739838
■035 ▼a(MiAaPQ)AAI31637456
■040 ▼aMiAaPQ▼cMiAaPQ
■0820 ▼a547
■1001 ▼aPaul, Shashwati.▼0(orcid)0009-0005-0629-7823
■24510▼aSynthesis of Saturated Building Blocks: From Conformationally Rigid Bicycles to Alkyl Boronates
■260 ▼a[Sl]▼bIndiana University▼c2024
■260 1▼aAnn Arbor▼bProQuest Dissertations & Theses▼c2024
■300 ▼a390 p
■500 ▼aSource: Dissertations Abstracts International, Volume: 86-05, Section: B.
■500 ▼aAdvisor: Brown, M. Kevin.
■5021 ▼aThesis (Ph.D.)--Indiana University, 2024.
■520 ▼aConformational rigidification is an established strategy in the field of drug discovery as it improves the pharmacological profile of drug candidates. Cyclobutanes and cyclopropanes gain popularity in drug discovery due to their rigid structure. However, cyclopentane and cyclohexane rings are flexible. To rigidify the conformation of these medium size ring systems, bicyclo[2.1.1]-hexane systems and ladderane systems were synthesized and further functionalized using [2+2]-cycloaddition, Wolff rearrangement, C-H functionalization reactions. Taking inspiration from the diazo intermediates used in the Wolff rearrangement reaction, a deaminative cross-coupling reaction of alkyl nitroso carbamates was also developed. Due to strong C-N bond, cross coupling of alkyl amines are difficult. To circumvent this problem, a metal free cross coupling reaction between alkyl nitroso carbamates and boronic acids was developed to synthesize complex secondary boronates. Later, the deamination strategy was also used for palladium catalysed heck type coupling reactions.Equations not included.
■590 ▼aSchool code: 0093.
■650 4▼aOrganic chemistry
■650 4▼aChemistry
■650 4▼aPhysical chemistry
■650 4▼aInorganic chemistry
■653 ▼aBicyclo[2.1.1]hexanes
■653 ▼aDeaminative cross coupling
■653 ▼aNon-canonical amino acid
■653 ▼aOrganic synthesis
■653 ▼aRigid bicycle
■690 ▼a0490
■690 ▼a0485
■690 ▼a0488
■690 ▼a0494
■71020▼aIndiana University▼bChemistry.
■7730 ▼tDissertations Abstracts International▼g86-05B.
■790 ▼a0093
■791 ▼aPh.D.
■792 ▼a2024
■793 ▼aEnglish
■85640▼uhttp://www.riss.kr/pdu/ddodLink.do?id=T17164714▼nKERIS▼z이 자료의 원문은 한국교육학술정보원에서 제공합니다.
