A NEW ALPHA-AMINO-ACID GAMMA-ANION EQUIVALENT - DIRECT SYNTHESIS OF ENANTIOMERICALLY PURE PROTECTED AMINO-ACIDS

被引:0
|
作者
JACKSON, RFW [1 ]
WISHART, N [1 ]
WYTHES, MJ [1 ]
机构
[1] PFIZER LTD,SANDWICH CT13 9NJ,KENT,ENGLAND
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of the glutamic acid derived iodide 7 with Rieke copper at -78-degrees-C generates the functionalised alkyl copper reagent 6b, an alpha-amino acid gamma-anion equivalent, which reacts directly with acid chlorides and allylic chlorides at -30-degrees-C to give the products of substitution 10-12. In two cases, the enantiomeric purity of the products was established by comparison of optical rotation data with literature values, indicating that the coupling process occurs without racemisation.
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页码:219 / 220
页数:2
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