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Volumn , Issue 12, 2006, Pages 1895-1898

New stereoselective approach to 1,2,3-triols: Application to a straight-forward access to polyoxamic acid array

Author keywords

Addition reactions; Alkynes; Natural products; Palladium; Stereoselective synthesis

Indexed keywords

2 ALKYN 1 YL ESTER DERIVATIVE; ALKYNE DERIVATIVE; BUTANE; ESTER DERIVATIVE; GLYCERALDEHYDE; OXAMIC ACID; POLYOXAMIC ACID; UNCLASSIFIED DRUG;

EID: 33747048685     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-947361     Document Type: Article
Times cited : (10)

References (39)
  • 17
    • 33747046295 scopus 로고    scopus 로고
    • note
    • As far as the reactivity of aldehyde 7 is concerned, the only reported data of addition of nucleophiles were found in ref. 8a where it was stated that: 'preliminary studies concerned with the addition of organomagnesium reagents to aldehyde 7 indicated that the syn/anti selectivity of addition is similar to that observed with dispiroketalaldehyde 8.'
  • 18
    • 33747077662 scopus 로고    scopus 로고
    • note
    • +: 387.1408; found: 387.1414.
  • 19
    • 33747064893 scopus 로고    scopus 로고
    • note
    • 2 and (-)-N-methylephedrine according with Carreira's catalytic protocol (see ref. 11b) showed lower yield and stereoselectivity.
  • 21
    • 33747075361 scopus 로고    scopus 로고
    • see ref. 5, pp. 456-458
    • It is noteworthy that reactions of aldehyde 2 with nucleophilic reagents predominantly give the anti-isomer. A delicate balance of α-coordination (pro syn) and β- or α,β-coordination (both pro anti) is probably involved, leading to a broad range of selectivities depending of the reagent and experimental conditions: see ref. 5, pp. 456-458.
  • 39
    • 33747058192 scopus 로고    scopus 로고
    • note
    • +: 302.0698; found: 302.0697.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.