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Abstract:
A series of β-lactams containing the ferrocene moiety were synthesized through the Staudinger reaction between ferrocenylketene generated by the thermal Wolff rearrangement of the corresponding diazo ketone and various imines. The stereochemical outcome has been investigated and the trans-products were isolated as the main products, opposite to the reported results by Bonini and coworkers. The absolute configuration of (±)-trans-1,4-diphenyl-3-ferrocenylazetidin-2-one (3c) was determined by X-ray analysis. The stereoselectivity is discussed from the viewpoint of the reaction mechanism. © 2017 Taylor & Francis.
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Synthetic Communications
ISSN: 0039-7911
Year: 2017
Issue: 24
Volume: 47
Page: 2369-2377
1 . 3 7 7
JCR@2017
1 . 8 0 0
JCR@2023
ESI HC Threshold:226
JCR Journal Grade:3
CAS Journal Grade:4
Cited Count:
SCOPUS Cited Count: 5
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 1
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