DIASTEREOSELECTIVE ASYMMETRIC CYCLOPROPANATION OF (S)-(-ALPHA-(DIETHOXYPHOSPHORYL)VINYL P-TOLYL SULFOXIDE())

Authors
MIDURA WH KRYSIAK JA WIECZOREK MW MAJZNER WR MIKOLAJCZYK M
Citation
Wh. Midura et al., DIASTEREOSELECTIVE ASYMMETRIC CYCLOPROPANATION OF (S)-(-ALPHA-(DIETHOXYPHOSPHORYL)VINYL P-TOLYL SULFOXIDE()), Chemical communications, (10), 1998, pp. 1109-1110
Citations number
11
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
10
Year of publication
1998
Pages
1109 - 1110
Database
ISI
SICI code
1359-7345(1998):10<1109:DACO(>2.0.ZU;2-X
Abstract
The title sulfoxide 1 reacts with fully deuterated dimethylsulfoxonium methylide, diphenylsulfonium isopropylide and diphenyldiazomethane to form the corresponding cyclopropanes 4 as single diastereoisomers; th e chirality of the cyclopropane (+)-4c obtained from 1 and diphenyldia zomethane is (S-s,S-c) as determined by X-ray diffraction analysis; ba sed on experimental data, the steric course of the asymmetric cyclopro panation is proposed.