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Stereoselective Total Synthesis of Goniothalesdiol A via Chiron Approach
Author(s) -
Yadav Jhillu S.,
Rao Ragam Nageshwar,
Somaiah Ragam,
Harikrishna Valaboju,
Reddy Basi V. Subba
Publication year - 2010
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.200900342
Subject(s) - chemistry , stereoselectivity , tetrahydropyran , intramolecular force , aryl , alkoxy group , stereochemistry , organic chemistry , catalysis , ring (chemistry) , alkyl
The stereocontrolled synthesis of goniothalesdiol A, a dihydroxylated tetrahydropyran compound, has been accomplished using D ‐ribose as chiral precursor. The key steps involved are aryl Grignard reaction, stereoselective alkoxy‐directed keto reduction, and intramolecular oxy‐ Michael addition.