Chemistry Reference
In-Depth Information
(R 1 C 2 R 2 )Co 2 (CO) 6 , with norbornene and its derivatives, J. Chem. Soc. Perkin Trans.
1 , 977 (1973).
[3] (a) M. C. Croudace and N. E. Schore, General synthesis of
-acetylenic vinyl esters
and ethers, J. Org. Chem. 46 , 5357 (1981); (b) N. E. Schore and M. C. Croudace,
Preparation of bicyclo[3.3.0]oct-1-ene-3-one and bicyclo[4.3.0]non-1(9)-en-8-one via
intramolecular cyclization of
-enynes, J. Org. Chem. 46 , 5436 (1981).
[4] For an early example, see: B. E. La Belle, M. J. Knudsen, M. M. Olmstead, H. Hope,
M. D. Yanuck, and N. E. Schore, Synthesis of 11-oxatricyclo[5.3.1.0 2,6 ]undecane
derivatives via organometallic cyclizations, J. Org. Chem. 50 , 5215 (1985).
[5] P. Magnus, C. Exon, and P. Albaugh-Robertson, Dicobaltoctacarbonyl-alkyne com-
plexes as intermediates in the synthesis of of bicyclo[3.3.0]octenones for the synthesis
of coriolin and hirsutic acid, Tetrahedron 41 , 5861 (1985).
[6] C. Ferrer, J. Benet-Buchholz, A. Riera, and X. Verdaguer, Phosphine-alkene ligands
as mechanistic probes in the Pauson-Khand reaction, Chem. Eur. J. 16 , 8340 (2010);
and references cited therein.
[7] See the Chapter by M. A. Pericas et al . in this topic.
[8] H. Greenfield, H. W. Sternberg, R. A. Friedel, J. H. Wotiz, R. Marby, and I. Wender,
Acetylenic dicobalt hexacarbonyls. Organometallic compounds derived from alkynes
and dicobalt octacarbonyl, J. Am. Chem. Soc. 78 , 120 (1955).
[9] (a) V. Rautenstrauch, P. Megard, J. Conesa, and W. Kuster, 2-Pentylcyclopent-2-en-1-
one by catalytic Pauson-Khand reaction, Angew. Chem. Int. Ed. Engl. 29 , 1413 (1990);
(b) N. Jeong, S. H. Hwang, Y. S. Lee, and Y. K. Chung, Catalytic conversion of the
intramolecular Pauson-Khand reaction, J. Am. Chem. Soc. 116 , 3159 (1994); (c) N.
Jeong, H. H. Hwang, Y. W. Lee, and J. S. Lim, Catalytic Pauson-Khand reaction in
super critical fluids, J. Am. Chem. Soc. 119 , 10549 (1997).
[10] P. L. Pauson, The Khand reaction. A convenient and general route to a wide range of
cyclopentenone derivatives, Tetrahedron 41 , 5855 (1985).
[11] See: M. Christmann and S. Brase (Eds.), Asymmetric Synthesis - The Essentials, 2 nd
ed. , Wiley-VCH, Weinheim (2008); Part I: Chiral auxiliaries in asymmetric synthesis.
[12] Seminal references: (a) P. Bladon, P. L. Pauson, H. Brunner, andR. Eder, Optisch aktive
ubergangsmetall-komplexe. XCV. Optisch reines 3a,4,5,6,7,7a-hexahydro-2-phenyl-
4,7-methano-1H-inden-1-on durch asymmetrische Khand-reaktion, J. Organomet.
Chem. 355 , 449 (1988); (b) A. M. Hay, W. J. Kerr, G. G. Kirk, and D. Middle-
miss, Highly efficient enantioselective Pauson-Khand reactions, Organometallics 14 ,
4986 (1995); (c) J. Castro, A. Moyano, M. A. Pericas, A. Riera, A. Alvarez-Larena,
and J. F. Piniella, The first alkyne-dicobaltcarbonyl complex with a bidentate chi-
ral ligand with Co-P and Co-N coordination, J. Organomet. Chem. 585 , 53 (1999);
(d) J. Castro, A. Moyano, M. A. Pericas, A. Riera, A. Alvarez-Larena, and J. F.
Piniella, Acetylene-dicobaltcarbonyl complexes with chiral phosphinooxazoline lig-
ands: structural characterization, and application to enantioselective intermolecular
Pauson-Khand reactions, J. Am. Chem. Soc. 122 , 7944 (2000); (e) K. Hiroi, T. Watan-
abe, R. Kawagishi, and I. Abe, Catalytic use of chiral phosphine ligands in asymmetric
Pauson-Khand reactions, Tetrahedron: Asymmetry 11 , 797 (2000); (f) X. Verdaguer,
A. Moyano, M. A. Pericas, A. Riera, M. A. Maestro, and J. Mahıa, A new chiral
bidentate (P,S) ligand for the asymmetric intermolecular Pauson-Khand reaction, J.
Am. Chem. Soc. 122 , 10242 (2000).
,
Search WWH ::




Custom Search