STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .38. STEREOSELECTIVE TOTAL SYNTHESIS OF THE DENTICULATINS

被引:42
作者
ANDERSEN, MW [1 ]
HILDEBRANDT, B [1 ]
DAHMANN, G [1 ]
HOFFMANN, RW [1 ]
机构
[1] UNIV MARBURG,FACHBEREICH CHEM,HANS MEERWEIN STR,W-3550 MARBURG,GERMANY
关键词
MARINE NATURAL PRODUCTS; HEMIKETAL FORMATION; SELECTIVE; DENTICULATINS;
D O I
10.1002/cber.19911240940
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The total synthesis of the denticulatins 1 is described. Key feature is the efficient generation of the C-1-to-C-9 building block 37 by three consecutive stereoselective carbon - carbon bond-forming steps using chiral allylboronates. The C-10-to-C-17 building block was obtained by kinetic Sharpless resolution of an allylic alcohol followed by an Ireland-Claisen rearrangement.
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页码:2127 / 2139
页数:13
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