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Volumn 45, Issue 52, 2004, Pages 9589-9592

Diastereoselective preparation of novel tetrahydrooxazinones via heterocycloaddition of N-Boc, O-Me-acetals

Author keywords

Asymmetric synthesis; Chiral vinyl ether; N,O Acetals; Oxazinones; Pantolactone

Indexed keywords

ACETAL DERIVATIVE; HETEROCYCLIC COMPOUND; LEWIS ACID; OXAZINE DERIVATIVE; PANTOLACTONE;

EID: 9644277054     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.10.154     Document Type: Article
Times cited : (37)

References (16)
  • 9
    • 0141739312 scopus 로고    scopus 로고
    • The relevant literature seems restricted to a recent synthesis of a N-butyl 6-acyloxy tetrahydrooxazinone via [4+2] cycloaddition of a N-acyliminium ion generated by electrochemical oxidation: S. Suga, A. Nagaki, Y. Tsutsui, and J. Yoshida Org. Lett. 2 2003 945
    • (2003) Org. Lett. , vol.2 , pp. 945
    • Suga, S.1    Nagaki, A.2    Tsutsui, Y.3    Yoshida, J.4
  • 10
    • 9644271362 scopus 로고    scopus 로고
    • note
    • 1H diastereotopic signals of compounds 4a and 10a, the chemical shifts of the N, O-acetalic protons H-6 are in the following range: δ endo-β > δ exo-α > δ exo-β
  • 15
    • 9644308963 scopus 로고    scopus 로고
    • note
    • 4b
  • 16
    • 9644273573 scopus 로고    scopus 로고
    • note
    • Conversion of 10a into 1a via 11a can be considered as a model of N-trans-acylation that could be extended to α/β-aminoacid-type N-coupling reagents


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.