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Stereoselective Synthesis of the Pheromone ( R )‐(–)‐Sulcatol, and Its Enantiopure ( R )‐ and ( S )‐1‐Mono‐, ‐1,1‐Di‐, and ‐1,1,1‐Trifluoro Analogues [1]
Author(s) -
Ar Alberto,
Bravo Pierfrancesco,
Panzeri Walter,
Viani Fiorenza,
Zanda Matteo
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199901)1999:1<117::aid-ejoc117>3.0.co;2-i
Subject(s) - enantiopure drug , chemistry , stereoselectivity , enantiomer , stereochemistry , pheromone , enantioselective synthesis , organic chemistry , catalysis , botany , biology
The pheromone ( R )‐(–)‐sulcatol ( 10a ) and three of its enantiomeric mono‐, di‐, and trifluoro analogues 10b–d have been synthesized, in six steps and with good overall yields, starting from chiral ( R )‐2‐methyl‐5‐[(4‐methylphenyl)sulfinyl]pent‐2‐ene ( 1 ) and commercially available fluorinated or non ‐fluorinated acetates.