An enantiospecific synthesis of solenopsin A

Tetrahedron Letters

Volumn 34, Issue 18, 1993, Pages 2911-2914

  Jefford, Charles W ^a   Jian, Bo Wang ^a  

^a UNIVERSITY OF GENEVA   (Switzerland)

Author keywords

2; 6 Dialkylpiperidine; hydride reduction; iminium cation; innate chirality

Indexed keywords

ANTIBIOTIC AGENT; SOLENOPSIN A;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; PRIORITY JOURNAL;

EID: 0027155475     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)60479-3     Document Type: Article

References (28)

1. RECENT PROGRESS IN THE SYNTHESIS AND REACTIONS OF SUBSTITUTED PIPERIDINES. A REVIEW
2. Synthesis of trans-2,6-dialkylpiperidines by intramolecular amidomercuration
3. Synthesis of cis- and trans-2,6-dialkylated piperidines through highly regioselective .ALPHA.-alkynylation of pyridinium salts and its application to synthesis of (+)-solenopsine A.
4. Highly regioselective .ALPHA.-addition of alkynyl and alkenyl Grignard reagents to 1-alkoxycarbonylpyridinium salts and its application to synthesis of 1-azabicycloalkanes and (.+-.)-solenopsin A.
5. Reversal of Diastereofacial Selectivity in the Addition Reaction of Organometallics to Chiral Imines.