AN EFFICIENT ENANTIOMERIC 3 STEP SYNTHESIS OF BETA-AMINO ACIDS (ESTERS)

被引:37
作者
MOKHALLALATI, MK [1 ]
WU, MJ [1 ]
PRIDGEN, LN [1 ]
机构
[1] SMITHKLINE BEECHAM PHARMACEUT,DEPT SYNTHET CHEM,POB 1539,KING OF PRUSSIA,PA 19406
关键词
D O I
10.1016/S0040-4039(00)60054-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ethyl tributylstannylacetate was reacted with (R)-2-aryl or alkyl-1,3-oxazolidines 6 under very specific (ZnCl2/Et2O.BF3, 0.5 equiv each) Lewis Acid catalyzed conditions to yield (1R, 1'R)-N-2'-hydroxy-1'-phenylethyl-1-aryl or alkyl-2-carboethoxyethylamine 8 in 91-99% de. The amino alcohol products 8 were converted to aromatic and aliphatic beta-amino esters 9, useful precursors to beta-lactams.
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页码:47 / 50
页数:4
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