SYNTHESIS OF NEW CHIRAL AUXILIARIES DERIVED FROM (S)-TRYPTOPHAN

被引：9

作者：

CARDILLO, G

GENTILUCCI, L

TOMASINI, C

TOMASONI, L

机构：

[1] UNIV BOLOGNA,DIPARTIMENTO CHIM G CIAMICIAN,I-40126 BOLOGNA,ITALY

[2] UNIV BOLOGNA,CSFM,I-40126 BOLOGNA,ITALY

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 08期

关键词：

D O I：

10.1016/0957-4166(95)00254-M

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The synthesis of chiral aminoalcohols 4 derived from (S)-tryptophan is described, by reaction of the protected amino acid 3 with various Grignard reagents. The aminoalcohols were transformed into the corresponding oxazolidin-2-ones 2 and acylated with 2-butenoyl chloride and 2-hexenoyl chloride, affording the imides 5a-e. The conformational analysis of both the oxazolidin-Zones 2 and the Michael accepters 5 was performed by means of H-1 NMR, NOEDIF experiments and semiempirical AM1 calculations.

引用

页码：1947 / 1955

页数：9

共 20 条

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