Journal article icon

Journal article

THE ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS - STEREOCONTROLLED ASYMMETRIC TANDEM MICHAEL ADDITIONS AND SUBSEQUENT ALKYLATIONS OF E-[(ETA-5-C5H5)FE(CO)(PPH3)COCH=CHME] - X-RAY CRYSTAL-STRUCTURE OF (RS)-E-[(ETA-5-C5H5)FE(CO)(PPH3)COCH - CHME]

Abstract:

Michael addition of methyllithium to the E-crotonyl complex (RS)-[η5-C5H5)Fe(CO)-(PPh3 )COCHCHMe] followed by trapping of the resultant enolate with methyl iodide gives (RS)-[(η5-C5H5)Fe(CO)(PPh3 )COCH(Me)CHMe2] (d.e. > 100:1), also generated by treatment of (RS)-[(η5-C5H5)Fe(CO)(PPh3 )COCH2CH(OMe)2] with three equivalents of methyllithium and methyl iodide. Addition of n-butyllithium to the (RS)-E-crotonyl complex followed by protonation with methanol occurs with high diastereoselectivity...

Expand abstract
Publication status:
Published

Actions


Access Document


Authors


Expand authors...
Journal:
TETRAHEDRON
Volume:
42
Issue:
18
Pages:
5123-5137
Publication date:
1986-01-01
DOI:
ISSN:
0040-4020
URN:
uuid:e7c611a0-b94e-4c79-8560-b0ef6a470a0e
Source identifiers:
110821
Local pid:
pubs:110821
Language:
English

Terms of use


Metrics


Views and Downloads






If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP