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Chiral [ η 6 ‐Arene–Cr(CO) 3 ] Complexes as Synthetic Building Blocks: A Short Enantioselective Total Synthesis of (+)‐Ptilocaulin
Author(s) -
Schellhaas Kurt,
Schmalz HansGünther,
Bats Jan W.
Publication year - 1998
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/(sici)1521-3765(199801)4:1<57::aid-chem57>3.0.co;2-h
Subject(s) - enantioselective synthesis , stereochemistry , chemistry , combinatorial chemistry , organic chemistry , catalysis
The usefulness of the chiral transition metal π complex 1 as synthetic building block was demonstrated by its conversion into the functionalized enone 2 , which in turn could be efficiently transformed into the marine natural product (+)‐ptilocaulin ( 3 ). The crystal structures of 3 and rac ‐ 3 exhibit highly interesting patterns of hydrogen bonding resulting in helical or ribbonlike arrangements of the guanidinium nitrate monomers.