Premium
First Stereoselective Total Synthesis of Gallicynoic Acids G and H
Author(s) -
Radha Krishna Palakodety,
Anitha Kadimi
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.201000371
Subject(s) - chemistry , stereoselectivity , total synthesis , reduction (mathematics) , catalysis , stereochemistry , combinatorial chemistry , organic chemistry , geometry , mathematics
A stereoselective convergent total synthesis of two acetylenic acids, gallicynoic acid G ( 1 ) and H ( 2 ), is reported, involving asymmetric reduction of alkynones 3 and 4 , respectively, with the Corey BakshiSibata ( CBS ) catalyst as a key step ( Scheme 3 ), 3 and 4 being obtained from a common intermediate, the chiral alkynol 12 ( Scheme 2 ).