The Furan Approach to Higher Monosaccharides. A Concise Total Synthesis of (+)-KDO

Journal of the American Chemical Society

Volumn 111, Issue 6, 1989, Pages 2311-2313

  Martin, Stephen F ^a   Zinke, Paul W ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

3 DEOXY MANNO OCTULOSONIC ACID;

DRUG SYNTHESIS; METHODOLOGY; NONHUMAN; PRELIMINARY COMMUNICATION;

EID: 0024544353     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00188a060     Document Type: Article

References (15)

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8. Although the anti isomer is generally the major product, the sterochemistry of nucleophilic additions of organometallic reagents to 2,3-isopropylidene glyceraldehyde is known to vary significantly (anti/syn = 9:91 to >95:<5) depending upon the reaction conditions, nucleophile, metal counterion, and solvent. For some leading references see: (a) Pikul, S.; Jurczak, J. Tetrahedron Lett. 1985, 26, 4145. (b) Jurczak, J.; Pikul, S.; Bauer, T. Tetrahedron 1986, 42, 447.
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