Stereoselective synthesis of activated cyclopropanes with an α-pyridinium acetamide bearing an 8-phenylmenthyl group as the chiral auxiliary

Tetrahedron Letters

Volumn 45, Issue 18, 2004, Pages 3565-3568

  Kojima, Satoshi ^a,b   Hiroike, Kyoko ^a   Ohkata, Katsuo ^a  

^a HIROSHIMA UNIVERSITY   (Japan)

^b HIROSHIMA UNIVERSITY   (Japan)

Author keywords

8 Phenylmenthylamine; Activated cyclopropane; Diastereoselective; Methylidenemalononitrile; Pyridinium ylide

Indexed keywords

ACETAMIDE DERIVATIVE; ALPHA PYRIDINIUM ACETAMIDE; CYCLOPROPANE DERIVATIVE; MALONONITRILE; METHYLIDENEMALONONITRILE; PHENYL GROUP; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHIRALITY; DIASTEREOISOMER; DRUG STRUCTURE; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS; TRANS ISOMER;

EID: 1842737308     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.03.044     Document Type: Article

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36. Crystallographic data for X-ray structures have been deposited with the Cambridge Crystallographic Data Centre as CCDC-231391 ( 8 -ax), 231392 ( 5a -minor), 231393 ( 5b -major), and 231394 ( 5i -minor). Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB12 1EZ, UK (fax: +44-(0)1223-336033 or email: deposit@ccdc.cam.ac.uk ).
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38. f=0.43 (hexane/EtOAc = 3:1)] gave a mixture of 5b (25.5 mg, 59%, dr = 2:98).