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Stereoselective Total Synthesis of Stagonolide C
Author(s) -
Yadav Jhillu S.,
Mallikarjuna Reddy Nimmakayala,
Venkateswar Rao N.,
Rahman Md. Ataur,
Prasad Attaluri R.
Publication year - 2012
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.201100190
Subject(s) - chemistry , total synthesis , stereoselectivity , alkene , stereochemistry , prins reaction , ring closing metathesis , metathesis , metabolite , ring (chemistry) , organic chemistry , catalysis , biochemistry , polymer , polymerization
A convergent and efficient total synthesis of stagonolide C ( 1 ), a phytotoxic metabolite, was achieved ( Schemes 2 and 3 ) The synthesis exploited the high configuration control in the Prins cyclization along with alkene rearrangement and ring‐closing metathesis as key steps.