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Cycloadditionen Organometallfragment‐substituierter Alkene, I. [3 + 2]‐Cycloaddition von η 1 ‐Allyl‐Eisenkomplexen mit Nitriloxiden: Ferriomethyl‐substituierte Isoxazoline
Author(s) -
Malisch Wolfgang,
Züller Jürgen,
Schwarz Marietta,
Jäger Volker,
Arif Atta M.
Publication year - 1994
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19941270710
Subject(s) - chemistry , cycloaddition , diastereomer , nitrile , alkene , medicinal chemistry , stereochemistry , crystal structure , stereoselectivity , 1,3 dipolar cycloaddition , organic chemistry , catalysis
Cycloadditions of Organometal Fragment‐Substituted Alkenes, I. ‐ [3 + 2] Cycloaddition of η 1 ‐Allyl Iron Complexes with Nitrile Oxides: Ferriomethyl‐Substituted Isoxazolines The isoxazolines C 5 H 5 (OC)(L)Fe‐CH 2 ‐CH‐CH 2 ‐C(R) = N‐O ( 3a – f ) [R = Ph, 2,4,6‐Me 3 C 6 H 2 ; L = CO, P(OCH 2 ) 3 CCH 3 , PPh 3 ], substituted with a ferriomethyl group in 5‐position, are obtained by 1,3‐dipolar cycloaddition of the η 1 ‐allyliron complexes C 5 H 5 (OC)(L)Fe‐CH 2 ‐CH=CH 2 [L = CO ( 1a ), P(OCH 2 ) 3 CCH 3 ( 1b ), PPh 3 ( 1c )] with the nitrile oxides RCNO [R = Ph ( 2a ), Mst ( 2b )]. The chiral complexes 1b , c produce the diastereomeric isoxazolines 3b , c , e , f with diastereomer ratios of 59:41 to 93:7. The structure of 3d is established by crystal structure analysis.