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Volumn 88, Issue 7, 2016, Pages 631-648

Exploiting structural and conformational effects for a site-selective lithiation of azetidines

Author keywords

Azetidines; heterocycle chemistry; lithiation; peptidomimetics; stereocontrol; TRAMECH VIII

Indexed keywords

EXCITONS; ORGANIC COMPOUNDS;

EID: 84990940827     PISSN: 00334545     EISSN: 13653075     Source Type: Journal    
DOI: 10.1515/pac-2016-0602     Document Type: Conference Paper
Times cited : (10)

References (88)
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    • We believe that n-HexLi is a safer substitute of n-BuLi having several advantages: (1) it gives more stable and safer solutions decomposing slowly with respect to n-BuLi; (2) it is a non-pyrophoric strong base; (3) the deprotonation reaction gives n-hexane which is less volatile and has a higher flash point than butane generated with n-BuLi
    • We believe that n-HexLi is a safer substitute of n-BuLi having several advantages: (1) it gives more stable and safer solutions decomposing slowly with respect to n-BuLi; (2) it is a non-pyrophoric strong base; (3) the deprotonation reaction gives n-hexane which is less volatile and has a higher flash point than butane generated with n-BuLi.
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    • For similar studies see
    • For similar studies see: M. Stratakis. J. Org. Chem. 62, 3024 (1997).
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    • Example of preferential conformations in substituted aziridines have been recently reported by us
    • Example of preferential conformations in substituted aziridines have been recently reported by us: M. C. de Ceglie, L. Degennaro, A. Falcicchio, R. Luisi. Tetrahedron 67, 9382 (2011).
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    • A deshielding for the residual ortho-protons was noticed in all functionalized azetidines
    • see Ref. 44
    • A deshielding for the residual ortho-protons was noticed in all functionalized azetidines. Such a preferential conformation has been confirmed by NOESY experiments, see Ref. 44.
    • Such A Preferential Conformation Has Been Confirmed by NOESY Experiments


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.