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Total Synthesis of (+)‐Cryptocaryalactone and of a Diastereoisomer of (+)‐Strictifolione via Ring‐Closing Metathesis (RCM) and Olefin Cross‐Metathesis (CM)
Author(s) -
Sabitha Gowravaram,
Vangala Bhaskar,
Reddy S. Siva Sankara,
Yadav Jhillu S.
Publication year - 2010
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200900170
Subject(s) - chemistry , diastereomer , metathesis , ring closing metathesis , olefin metathesis , malic acid , acyclic diene metathesis , stereochemistry , salt metathesis reaction , ring (chemistry) , organic chemistry , polymerization , citric acid , polymer
Ring‐closing metathesis (RCM) and olefin cross‐metathesis (CM) reactions were used as the key steps for the synthesis of (+)‐cryptocaryalactone ( 1 ) and the first synthesis of the diastereoisomer 3 of (+)‐strictifolione, starting from the commercially available L ‐malic acid (=(2 S )‐2‐hydroxybutanedioic acid).