SYNTHESIS AND STEREOCHEMISTRY OF SOME NEW TRISPIRO-1,3-DIOXANES WITH AXIAL AND HELICAL CHIRALITY

Authors
GROSU I MAGER S PLE G TUROS I MESAROS E SCHIRGER I
Citation
I. Grosu et al., SYNTHESIS AND STEREOCHEMISTRY OF SOME NEW TRISPIRO-1,3-DIOXANES WITH AXIAL AND HELICAL CHIRALITY, Monatshefte fuer Chemie, 129(1), 1998, pp. 59-68
Citations number
10
Categorie Soggetti
Chemistry
Journal title
Monatshefte fuer Chemie → ACNP
ISSN journal
00269247
Volume
129
Issue
1
Year of publication
1998
Pages
59 - 68
Database
ISI
SICI code
0026-9247(1998)129:1<59:SASOSN>2.0.ZU;2-P
Abstract
The stereoisomerism of some trispiro-1,3-dioxanes obtained from substi tuted cyclohexanones and pentaerithrytol is discussed considering the possible trispiro-6,9-syn-9,12-syn, trispiro-6,9-syn-9,12-anti, and tr ispiro-6,9-anti-9,12-anti structures of the spiro skeleton and the cha racteristic axial and helical chirality of spiranes with six-membered rings. The influence of the presence of chiral carbon atoms and of the peculiar conformational behaviour of the molecules on the stereoisome rism of the these compounds is elucidated.