z-logo
Premium
Über Struktur und Stereoselektivität von 2‐Norbornen‐7‐yl‐Radikalen und ‐Carbenoiden
Author(s) -
Martínez Antonio García,
Barcina José Osío
Publication year - 1985
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.19851181035
Subject(s) - chemistry , stereoselectivity , methyllithium , carbenoid , stereochemistry , medicinal chemistry , radical , catalysis , organic chemistry , rhodium
On the Structure and Stereoselectivity of 2‐Norbornen‐7‐yl Radicals and Carbenoids Reduction of 7,7‐diiodonorbornene ( 1 ) with Grignard reagents proceeds via the 7‐iodo‐2‐norbornen‐7‐yl radical 2 . From the observed syn ‐stereoselectivity, the absence of π‐delocalization in 2 is inferred. This result agrees with the existence of an equilibrium mixture of two classical pyramidal structures ( 2a and 2b ), in which the syn ‐isomer 2a predominates. The reaction of 1 with methyllithium takes place with anti ‐stereoselectivity; this fact proves that the anti ‐carbenoid 4b‐M is more stable than the syn ‐isomer.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here