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Enantio‐ and Diastereocontrolled Total Synthesis of (+)‐Strictifolione
Author(s) -
Kumar Pradeep,
Pandey Menaka,
Gupta Priti,
Naidu S. Vasudeva,
Dhavale Dilip D.
Publication year - 2010
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/ejoc.201001221
Subject(s) - chemistry , enantioselective synthesis , kinetic resolution , diastereomer , aldehyde , total synthesis , ring closing metathesis , metathesis , hydrolysis , olefin fiber , olefin metathesis , stereochemistry , organic chemistry , catalysis , polymer , polymerization
A concise and practical enantioselective synthesis of (+)‐strictifolione has been achieved in high diastereomeric excess using Jacobsen's hydrolytic kinetic resolution, proline‐catalyzed sequential α‐aminoxylation and Horner–Wadsworth–Emmons olefination of aldehyde and cross olefin/ring‐closing metathesis as the key steps.
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