Synthesis of the C1-C21 (C1′-C21′) fragment of the dimeric polyketide natural product SCH 351448

被引:47
作者
Bhattacharjee, A [1 ]
Soltani, O [1 ]
De Brabander, JK [1 ]
机构
[1] Univ Texas, SW Med Ctr, Dept Biochem, Dallas, TX 75390 USA
关键词
D O I
10.1021/ol016938u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A convergent, stereoselective assembly of the C1-C21 (Cl'-C21') fragment of SCH 351448, a 28-membered bis-lactose natural product, has been developed. A highly efficient approach to this fragment assembles 75% of the carbon skeleton and all the stereochemical elements present in the natural product. In addition, an interesting boron ligand effect on the diastereoselectivity of a key aldol reaction with methyl ketone-derived enolborinates is reported.
引用
收藏
页码:481 / 484
页数:4
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