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α,β‐Unsaturated Fischer Carbene Complexes vs. 1,3‐Dipoles: Reactions with Nitrones and Nitrilimines
Author(s) -
Barluenga José,
FernándezMarí Félix,
González Rosario,
Aguilar Enrique,
Revelli Gustavo A.,
Viado Argimiro L.,
Fañanás Francisco J.,
Olano Bernardo
Publication year - 2000
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(200005)2000:9<1773::aid-ejoc1773>3.0.co;2-e
Subject(s) - chemistry , carbene , photochemistry , medicinal chemistry , organic chemistry , catalysis
The reaction of tert ‐butylalkynyl chromium Fischer carbene complex 1 with nitrones 2 affords β‐enamino‐ketoaldehydes 4 by the light‐promoted rearrangement of the corresponding [3+2] cycloadduct carbene complexes 3 . On the other hand, [3+2] cycloaddition of chiral nonracemic Fischer alkenyl carbene complexes 19 with nitrilimines 10 yields enantiomerically pure Δ 2 ‐pyrazolines with high regio‐ and diastereoselectivity.