SYNTHESIS OF A PERACETYLATED STEREOISOMER OF DE-ROSAS CALDITOL - SOME QUESTIONS ABOUT THE CORRECTNESS OF THE ORIGINAL STRUCTURE ASSIGNED TO THIS NATURAL PRODUCT

被引:14
作者
FAIRBANKS, AJ [1 ]
SINAY, P [1 ]
机构
[1] ECOLE NORMALE SUPER,CNRS,DEPT CHEM,F-75231 PARIS 05,FRANCE
关键词
1,3-DIOXOLAN-4-ONE; HIGHER CARBON SUGARS; ALDOL CONDENSATION; CALDITOL;
D O I
10.1016/0040-4039(94)02388-R
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Comparison of the C-13 nmr spectrum of the nonacetate of a synthetic stereoisomer of calditol with that of the nonacetate of the natural product, combined with a comparison of the C-13 nmr spectrum of the peracetate of a hexitol derived from calditol with all known peracetates of open chain hexitols, invalidates the originally proposed structure.
引用
收藏
页码:893 / 896
页数:4
相关论文
共 15 条
[11]  
SUGAI A, 1993, AUG INT WORKSH MOL B, P29
[12]   OLEFIN HOMOLOGATION WITH TITANIUM METHYLENE-COMPOUNDS [J].
TEBBE, FN ;
PARSHALL, GW ;
REDDY, GS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (11) :3611-3613
[13]   2-STEP STEREOSELECTIVE CONVERSION OF 5-MONOSUBSTITUTED 1,3-DIOXOLAN-4-ONES INTO SELECTIVELY PROTECTED 2,3-ERYTHRO-1,2,3-TRIOLS - A ROUTE TO POLYHYDROXYLATED MOLECULES [J].
UNTERSTELLER, E ;
XIN, YC ;
SINAY, P .
TETRAHEDRON LETTERS, 1994, 35 (16) :2537-2540
[14]  
UNTERSTELLER E, 1993, THESIS U PARIS 6
[15]  
UNTERSTELLER E, IN PRESS CARBOHYDR L