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Volumn 5, Issue 8, 2003, Pages 1285-1288

Anomeric configuration-directed diastereoselective C - C bond formation in vinyl sulfone-modified carbohydrates: A general route to branched-chain sugars

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE; CARBON; PYRANOSIDE; SULFONE DERIVATIVE; VINYL DERIVATIVE; DIVINYL SULFONE; SULFONE;

EID: 0037925372     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0342047     Document Type: Article
Times cited : (28)

References (46)
  • 19
    • 0141763230 scopus 로고    scopus 로고
    • note
    • (g) The problems of using carbohydrate enones as precursors have been discussed in ref 12.
  • 30
    • 0033609760 scopus 로고    scopus 로고
    • For a review on desulfonylation reactions, see: Najera, C.; Yus, M. Tetrahedron 1999, 55, 10547-10658.
    • (1999) Tetrahedron , vol.55 , pp. 10547-10658
    • Najera, C.1    Yus, M.2
  • 35
    • 0141540158 scopus 로고    scopus 로고
    • note
    • 2) was 0.0943 (all data).
  • 36
    • 0141763227 scopus 로고    scopus 로고
    • note
    • All these data will be reported and discussed in detail in a full paper.
  • 38
    • 0141540157 scopus 로고    scopus 로고
    • note
    • 9S: C, 59.27; H, 5.96. Found: C, 59.04; H, 5.94.
  • 46
    • 0141540156 scopus 로고    scopus 로고
    • note
    • It is not clear at present whether the difference in mode of addition of amines and carbon nucleophiles to 1α is a result of thermodynamic versus kinetic control alone. In general, any discussion on the diastereoselectivity of addition of nucleophiles to complicated systems such as 1α/1β or 4α/4β should also take into account other factors such as, electrostatic interactions, stereoelectronic control, steric hindrance, and hydrogen bonding.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.