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Stereoselective Total Synthesis of Xestodecalactone C
Author(s) -
Rajesh Karuturi,
Suresh Vangaru,
Selvam Jondoss Jon Paul,
Bhujanga Rao Chitturi,
Venkateswarlu Yenamandra
Publication year - 2009
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.200900068
Subject(s) - chemistry , stereoselectivity , total synthesis , intramolecular force , friedel–crafts reaction , electrophile , natural product , acylation , polyketide , stereochemistry , combinatorial chemistry , organic chemistry , catalysis , biosynthesis , enzyme
A simple and highly efficient stereoselective total synthesis of xestodecalactone C ( IIb ), a polyketide natural product, was achieved ( Scheme 2 ). The synthesis involved Keck 's asymmetric allylation, a iodine‐induced electrophilic cyclization, and an intramolecular Friedel – Crafts acylation as key steps.