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Stereoselective Total Synthesis of Botryolide E and Ophiocerin C
Author(s) -
Yadav Jhillu S.,
Mallikarjuna Reddy N.,
Ataur Rahman Md.,
Mallikarjuna Reddy A.,
Prasad Attaluri R.
Publication year - 2014
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.201300203
Subject(s) - tetrahydropyran , chemistry , prins reaction , stereoselectivity , derivative (finance) , lactone , total synthesis , polyketide , stereochemistry , sequence (biology) , organic chemistry , ring (chemistry) , catalysis , biochemistry , biosynthesis , financial economics , economics , enzyme
A highly stereoselective approach to the total synthesis of the γ ‐lactone derivative botryolide E and tetrahydropyran derivative ophiocerin C via a common polyketide precursor by means of Prins cyclization and MacMillan α ‐aminoxylation sequence is described. The method can conveniently be utilized for the preparation of further related γ ‐lactone and tetrahydropyran derivatives.