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An Efficient Stereoselective Approach for the Synthesis of (+)‐(4 S ,5 S )‐Muricatacin
Author(s) -
Srinivas Chiguru,
Naga Sesha Sai Pavan Kumar Chebolu,
China Raju Bhimapaka,
Jayathirtha Rao Vaidya
Publication year - 2011
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.201000291
Subject(s) - chemistry , swern oxidation , stereoselectivity , mitsunobu reaction , tartrate , wittig reaction , organic chemistry , stereochemistry , combinatorial chemistry , catalysis , dimethyl sulfoxide
Abstract An efficient stereoselective total synthesis of (+)‐(4 S ,5 S )‐muricatacin was accomplished in good yields from inexpensive, commercially available chemicals ((+)‐diethyl tartrate (DET) and undecan‐1‐ol) by utilizing Mitsunobu and JuliaKocienski reactions, Wittig homologation, Swern oxidation, and lactonization.