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Volumn , Issue 15, 2006, Pages 2349-2363

Asymmetric 1,3-dipolar cycloadditions of cyclic stabilized ylides derived from chiral 1,2-amino alcohols

Author keywords

Cycloadditions; Heterocycles; Multicomponent reactions; Stereoselective synthesis; Ylides

Indexed keywords

1,2 AMINO ALCOHOL DERIVATIVE; 2 PYRROLIDONE DERIVATIVE; ALDEHYDE DERIVATIVE; ALKENE DERIVATIVE; ALKYL GROUP; ALKYNE DERIVATIVE; AMINOALCOHOL; AZOMETHINE YLIDE; BENZALDEHYDE; BENZOPHENONE; GLYOXYLIC ACID; GLYOXYLIC ACID DERIVATIVE; IMINE; KETONE DERIVATIVE; LEWIS ACID; NITRONE DERIVATIVE; PROLINE DERIVATIVE; STYRENE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33749350689     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-949626     Document Type: Review
Times cited : (96)

References (70)
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    • (c) The use of morpholinones for the stereoselective formation of C-C bonds had also been reported later: Dellaria, J. F. Jr.; Santarsiero, B. D. J. Org. Chem. 1989, 54, 3916.
    • (1989) J. Org. Chem. , vol.54 , pp. 3916
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    • note
    • (b) With a preliminary description in the first chapter of:
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    • note
    • The same side reaction has been observed by Harwood and co-workers, see ref. 19.
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    • note
    • Despite a longer synthetic pathway, the hydroxylamine route delivers the nitrone as a crystalline material, whereas the product coming from the direct oxidation of the morpholinone has been described as an orange oil, see ref. 28 and 29.
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    • note
    • CAUTION: Nitrosoamines are known to be highly toxic and must be handled with care.
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    • note
    • The lower yield could be explained by the degradation of the dipolarophile during the slow cycloreversion process.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.