ASYMMETRIC-SYNTHESIS BY THE USE OF NOREPHEDRINE-DERIVED 2-METHOXY-OXAZOLIDINES .4. THE SYNTHESIS OF ENANTIOMERICALLY ENRICHED POLYHYDROXYLATED BUILDING-BLOCKS

被引：0

作者：

BERNARDI, A ^{[1
]}

PIARULLI, U ^{[1
]}

POLI, G ^{[1
]}

SCOLASTICO, C ^{[1
]}

VILLA, R ^{[1
]}

机构：

[1] CNR,CTR STUDIO SOSTANZE ORGAN NAT,DIPARTIMENTO CHIM ORGAN & IND,I-20133 MILAN,ITALY

来源：

BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE | 1990年 / 06期

关键词：

ASYMMETRIC SYNTHESIS; NOREPHEDRINE; (S)-DI-O-BENZYL-GLYCERALDEHYDE; D-RIBOSE PROPANE-1,3-DIYLDITHIOACETAL;

D O I：

暂无

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The Lewis acid promoted addition of five silylketeneacetals to norephedrine derived 2-methoxy oxazolidines allowed the stereoselective incorporation of an oxy function vicinal to the oxazolidinic C-2 position. Subsequent functional group modification and/or non destructive chirophor removal, afforded enantiomerically enriched polyhydroxylated building blocks such as (S)-di-O-benzyl glyceraldehyde and D-ribose propane-1,3 diyldithioacetal. A rationale accounting for the selectivity of the coupling steps is proposed.

引用

页码：751 / 757

页数：7