Optically active trans-dipropylcyclopropane (I) and its optically inactive cis isomer (II) were prepd. from nonane-4,6-dione by redn. with NaBH4, esterification of the di-Li salt with phthalic anhydride, resolution of the stereoisomers with brucine, hydrolysis of the optically active ester, bromination with Ph3PBr2, and cyclization with Li-Hg. [on SciFinder (R)]
Title
Optisch aktives Dipropylcyclopropan durch enthalogenierende Cyclisierung von optisch aktivem 4,6-Dibromnonan
Published in
Synthesis
Issue
4
Pages
200
Date
1972
ISSN
0039-7881
Note
CAN 77:34010
24-2
Alicyclic Compounds
Org.-Chem. Inst.,Univ. Heidelberg,Heidelberg,Fed. Rep. Ger.
Journal
written in German.
36685-01-5P; 36685-02-6P; 36685-04-8P; 36685-05-9P; 36685-06-0P; 36685-07-1P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 85-44-9 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with nonanediol); 36685-03-7 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with phthalic anhydride)
Record creation date
2006-03-03