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Stereoselective Synthesis of the Naturally Occurring Lactones (−)‐Osmundalactone and (−)‐Muricatacine Using Ring‐Closing Metathesis
Author(s) -
Carda Miguel,
Rodríguez Santiago,
González Florenci,
Castillo Encarnación,
Villanueva Alicia,
Marco J. Alberto
Publication year - 2002
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 - 10.1002/1099-0690(200208)2002:15<2649::aid-ejoc2649>3.0.co;2-t
Subject(s) - stereoselectivity , chemistry , ring closing metathesis , metathesis , aldehyde , stereochemistry , reagent , ring (chemistry) , grignard reaction , organic chemistry , catalysis , polymer , polymerization
The stereoselective synthesis of the naturally occurring lactones osmundalactone (−)‐ 1 and muricatacin (−)‐ 2 is described. The key steps in each synthesis are the stereoselective addition of a Grignard reagent to a suitably protected α‐hydroxy aldehyde and a ring‐closing metathesis. (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)