-
1
-
-
0034613357
-
-
(a) Rassu, G.; Auzzas, L.; Pinna, L.; Battistini, L.; Zanardi, F.; Marzocchi, L.; Acquotti, D.; Casiraghi, G. J. Org. Chem. 2000, 65, 6307-6318.
-
(2000)
J. Org. Chem
, vol.65
, pp. 6307-6318
-
-
Rassu, G.1
Auzzas, L.2
Pinna, L.3
Battistini, L.4
Zanardi, F.5
Marzocchi, L.6
Acquotti, D.7
Casiraghi, G.8
-
2
-
-
0035977220
-
-
(b) Rassu, G.; Auzzas, L.; Pinna, L.; Zambrano, V.; Battistini, L.; Zanardi, F.; Marzocchi, L.; Acquotti, D.; Casiraghi, G. J. Org. Chem. 2001, 66, 8070-8075.
-
(2001)
J. Org. Chem
, vol.66
, pp. 8070-8075
-
-
Rassu, G.1
Auzzas, L.2
Pinna, L.3
Zambrano, V.4
Battistini, L.5
Zanardi, F.6
Marzocchi, L.7
Acquotti, D.8
Casiraghi, G.9
-
3
-
-
0036087845
-
-
(c) Zanardi, F.; Battistini, L.; Marzocchi, L.; Acquotti, D.; Rassu, G.; Pinna, L.; Auzzas, L.; Zambrano, V.; Casiraghi, G. Eur. J. Org. Chem. 2002, 1956-1964.
-
(2002)
Eur. J. Org. Chem
, pp. 1956-1964
-
-
Zanardi, F.1
Battistini, L.2
Marzocchi, L.3
Acquotti, D.4
Rassu, G.5
Pinna, L.6
Auzzas, L.7
Zambrano, V.8
Casiraghi, G.9
-
4
-
-
0037178533
-
-
(d) Rassu, G.; Auzzas, L.; Pinna, L.; Zambrano, V.; Zanardi, F.; Battistini, L.; Marzocchi, L.; Acquotti, D.; Casiraghi, G. J. Org. Chem. 2002, 67, 5338-5342.
-
(2002)
J. Org. Chem
, vol.67
, pp. 5338-5342
-
-
Rassu, G.1
Auzzas, L.2
Pinna, L.3
Zambrano, V.4
Zanardi, F.5
Battistini, L.6
Marzocchi, L.7
Acquotti, D.8
Casiraghi, G.9
-
5
-
-
0037700759
-
-
(e) Rassu, G.; Auzzas, L.; Pinna, L.; Zambrano, V.; Zanardi, F.; Battistini, L.; Gaetani, E.; Curti, C.; Casiraghi, G. J. Org. Chem. 2003, 68, 5881-5885.
-
(2003)
J. Org. Chem
, vol.68
, pp. 5881-5885
-
-
Rassu, G.1
Auzzas, L.2
Pinna, L.3
Zambrano, V.4
Zanardi, F.5
Battistini, L.6
Gaetani, E.7
Curti, C.8
Casiraghi, G.9
-
6
-
-
1442348962
-
-
(f) Rassu, G.; Auzzas, L.; Zambrano, V.; Burreddu, P.; Pinna, L.; Battistini, L.; Zanardi, F.; Casiraghi, G. J. Org. Chem. 2004, 69, 1625-1628.
-
(2004)
J. Org. Chem
, vol.69
, pp. 1625-1628
-
-
Rassu, G.1
Auzzas, L.2
Zambrano, V.3
Burreddu, P.4
Pinna, L.5
Battistini, L.6
Zanardi, F.7
Casiraghi, G.8
-
7
-
-
77957047686
-
-
See also: (g) Rassu, G.; Auzzas, L.; Pinna, L.; Battistini, L.; Curti, C. In Studies in Natural Products Chemistry; Atta-ur-Rahman, Ed.; Elsevier Science B.V.: Amsterdam, The Netherlands, 2003; 29 (Bioactive Natural Products (Part J)), pp 449-520.
-
See also: (g) Rassu, G.; Auzzas, L.; Pinna, L.; Battistini, L.; Curti, C. In Studies in Natural Products Chemistry; Atta-ur-Rahman, Ed.; Elsevier Science B.V.: Amsterdam, The Netherlands, 2003; Vol. 29 (Bioactive Natural Products (Part J)), pp 449-520.
-
-
-
-
8
-
-
48249133093
-
-
(h) Rassu, G.; Auzzas, L.; Battistini, L.; Casiraghi, G. Mini-Reviews in Organic-Chemistry 2004, 1, 233-247.
-
(2004)
Mini-Reviews in Organic-Chemistry
, vol.1
, pp. 233-247
-
-
Rassu, G.1
Auzzas, L.2
Battistini, L.3
Casiraghi, G.4
-
9
-
-
34249893345
-
-
(i) Arjona, O.; Gómez, A. M.; López, J. C.; Plumet, J. Chem. Rev. 2007, 107, 1919-2036.
-
(2007)
Chem. Rev
, vol.107
, pp. 1919-2036
-
-
Arjona, O.1
Gómez, A.M.2
López, J.C.3
Plumet, J.4
-
10
-
-
35948934624
-
-
(a) Hatano, M.; Takagi, E.; Ishihara, K. Org. Lett. 2007, 9, 4527-4530.
-
(2007)
Org. Lett
, vol.9
, pp. 4527-4530
-
-
Hatano, M.1
Takagi, E.2
Ishihara, K.3
-
11
-
-
0037160423
-
-
See also: b
-
See also: (b) Evans, D. A.; Tedrow, J. S.; Shaw, J. T.; Downey, C. W. J. Am. Chem. Soc. 2002, 124, 392-393.
-
(2002)
J. Am. Chem. Soc
, vol.124
, pp. 392-393
-
-
Evans, D.A.1
Tedrow, J.S.2
Shaw, J.T.3
Downey, C.W.4
-
12
-
-
34247161351
-
-
For recent examples of direct Mukaiyama aldol-type reactions triggered by silyl triflate/tertiary amine dual systems see: (a) Downey, C. W, Johnson, M. W. Tetrahedron Lett. 2007, 48, 3559-3562
-
For recent examples of direct Mukaiyama aldol-type reactions triggered by silyl triflate/tertiary amine dual systems see: (a) Downey, C. W.; Johnson, M. W. Tetrahedron Lett. 2007, 48, 3559-3562.
-
-
-
-
13
-
-
33845268599
-
-
(b) Hoye, T. R.; Dvornikovs, V.; Sizova, E. Org. Lett. 2006, 8, 5191-5194.
-
(2006)
Org. Lett
, vol.8
, pp. 5191-5194
-
-
Hoye, T.R.1
Dvornikovs, V.2
Sizova, E.3
-
14
-
-
0035967764
-
-
(c) Takasu, K.; Ueno, M.; Ihara, M. J. Org. Chem. 2001, 66, 4667-4672.
-
(2001)
J. Org. Chem
, vol.66
, pp. 4667-4672
-
-
Takasu, K.1
Ueno, M.2
Ihara, M.3
-
15
-
-
42149172683
-
-
(d) Downey, C. W.; Johnson, M. W.; Tracy, K. J. J. Org. Chem. 2008, 73, 3299-3302.
-
(2008)
J. Org. Chem
, vol.73
, pp. 3299-3302
-
-
Downey, C.W.1
Johnson, M.W.2
Tracy, K.J.3
-
16
-
-
33845268599
-
-
(e) Hoye, T. R.; Dvornikovs, V.; Sizova, E. Org. Lett. 2006, 8, 5191-5194.
-
(2006)
Org. Lett
, vol.8
, pp. 5191-5194
-
-
Hoye, T.R.1
Dvornikovs, V.2
Sizova, E.3
-
17
-
-
34547130040
-
-
Recent reviews on vinylogous aldol and related reactions: a
-
Recent reviews on vinylogous aldol and related reactions: (a) Denmark, S. E.; Heemstra, J. R., Jr J. Org. Chem. 2007, 72, 5668-5688.
-
(2007)
J. Org. Chem
, vol.72
, pp. 5668-5688
-
-
Denmark, S.E.1
Heemstra Jr, J.R.2
-
19
-
-
23044486219
-
-
(c) Denmark, S. E.; Heemstra, J. R., Jr.; Beutner, G. L. Angew. Chem., Int. Ed. 2005, 44, 4682-4698.
-
(2005)
Angew. Chem., Int. Ed
, vol.44
, pp. 4682-4698
-
-
Denmark, S.E.1
Heemstra Jr., J.R.2
Beutner, G.L.3
-
20
-
-
3042592406
-
-
(d) Soriente, A.; De Rosa, M.; Villano, R.; Scettri, A. Curr. Org. Chem. 2004, 8, 993-1007.
-
(2004)
Curr. Org. Chem
, vol.8
, pp. 993-1007
-
-
Soriente, A.1
De Rosa, M.2
Villano, R.3
Scettri, A.4
-
21
-
-
0033690703
-
-
(e) Casiraghi, G.; Zanardi, F.; Appendino, G.; Rassu, G. Chem. Rev. 2000, 100, 1929-1972.
-
(2000)
Chem. Rev
, vol.100
, pp. 1929-1972
-
-
Casiraghi, G.1
Zanardi, F.2
Appendino, G.3
Rassu, G.4
-
22
-
-
50249134990
-
-
Denmark, S. E.; Beutner, G. L. Angew. Chem., Int. Ed. 2008, 47, 1560-1638.
-
(2008)
Angew. Chem., Int. Ed
, vol.47
, pp. 1560-1638
-
-
Denmark, S.E.1
Beutner, G.L.2
-
23
-
-
48249096605
-
-
Also, the H-4 proton resonance of syn-isomers is invariably downfield as compared to the corresponding anti-isomeric protons.
-
Also, the H-4 proton resonance of syn-isomers is invariably downfield as compared to the corresponding anti-isomeric protons.
-
-
-
-
24
-
-
0344690054
-
-
Uno, H.; Nishihara, Y.; Mizobe, N.; Ono, N. Bull. Chem. Soc. Jpn. 1999, 72, 1533-1539.
-
(1999)
Bull. Chem. Soc. Jpn
, vol.72
, pp. 1533-1539
-
-
Uno, H.1
Nishihara, Y.2
Mizobe, N.3
Ono, N.4
-
25
-
-
48249091526
-
-
Compounds anti-4c and syn-4c are known substances (see ref 7) and provided further confirmation for the relative stereodisposition of their strictly related analogues anti-4a,b and syn-4a,b
-
Compounds anti-4c and syn-4c are known substances (see ref 7) and provided further confirmation for the relative stereodisposition of their strictly related analogues anti-4a,b and syn-4a,b.
-
-
-
-
26
-
-
34247620159
-
-
Actually, one example exists dealing with free tertiary amine-promoted vinylogous aldol addition reactions involving activated furanone and pyrrolinone donors: (a) Sarma, K. D.; Zhang, J.; Curran, T. T. J. Org. Chem. 2007, 72, 3311-3318.
-
Actually, one example exists dealing with free tertiary amine-promoted vinylogous aldol addition reactions involving activated furanone and pyrrolinone donors: (a) Sarma, K. D.; Zhang, J.; Curran, T. T. J. Org. Chem. 2007, 72, 3311-3318.
-
-
-
-
27
-
-
34250796924
-
-
See also: b
-
See also: (b) Markert, M.; Mulzer, M.; Schetter, B.; Mahrwald, R. J. Am. Chem. Soc. 2007, 129, 7258-7259.
-
(2007)
J. Am. Chem. Soc
, vol.129
, pp. 7258-7259
-
-
Markert, M.1
Mulzer, M.2
Schetter, B.3
Mahrwald, R.4
-
28
-
-
48249131089
-
-
Zanardi, F.; Curti, C.; Sartori, A.; Rassu, G.; Roggio, A.; Battistini, L.; Burreddu, P.; Pinna, L.; Pelosi, G.; Casiraghi, G. Eur. J. Org. Chem. 2008, 2273-2287.
-
(2008)
Eur. J. Org. Chem
, pp. 2273-2287
-
-
Zanardi, F.1
Curti, C.2
Sartori, A.3
Rassu, G.4
Roggio, A.5
Battistini, L.6
Burreddu, P.7
Pinna, L.8
Pelosi, G.9
Casiraghi, G.10
-
29
-
-
48249113195
-
-
Synthesis of anti-18 and syn-18 congeners has been reported see ref 7
-
Synthesis of anti-18 and syn-18 congeners has been reported (see ref 7).
-
-
-
-
30
-
-
33751391941
-
-
(a) Casiraghi, G.; Rassu, G.; Spanu, P.; Pinna, L. J. Org. Chem. 1992, 57, 3760-3763.
-
(1992)
J. Org. Chem
, vol.57
, pp. 3760-3763
-
-
Casiraghi, G.1
Rassu, G.2
Spanu, P.3
Pinna, L.4
-
31
-
-
0026629919
-
-
(b) Rassu, G.; Casiraghi, G.; Spanu, P.; Pinna, L.; Gasparri Fava, G.; Ferrari Belicchi, M.; Pelosi, G. Tetrahedron: Asymmetry 1992, 3, 1035-1048.
-
(1992)
Tetrahedron: Asymmetry
, vol.3
, pp. 1035-1048
-
-
Rassu, G.1
Casiraghi, G.2
Spanu, P.3
Pinna, L.4
Gasparri Fava, G.5
Ferrari Belicchi, M.6
Pelosi, G.7
-
32
-
-
31144436306
-
-
(c) Curti, C.; Zanardi, F.; Battistini, L.; Sartori, A.; Rassu, G.; Auzzas, L.; Roggio, A.; Pinna, L.; Casiraghi, G. J. Org. Chem. 2006, 71, 225-230.
-
(2006)
J. Org. Chem
, vol.71
, pp. 225-230
-
-
Curti, C.1
Zanardi, F.2
Battistini, L.3
Sartori, A.4
Rassu, G.5
Auzzas, L.6
Roggio, A.7
Pinna, L.8
Casiraghi, G.9
-
33
-
-
48249153246
-
-
It is known that prolonged exposure of such γ-alkyl-substituted pyrrolinone species to tertiary amine bases in DCM at room temperature results in a thermodynamic equilibration between the 5,1′-syn and 5,1′-anti isomers. See, for example, ref 12b
-
It is known that prolonged exposure of such γ-alkyl-substituted pyrrolinone species to tertiary amine bases in DCM at room temperature results in a thermodynamic equilibration between the 5,1′-syn and 5,1′-anti isomers. See, for example, ref 12b
-
-
-
-
34
-
-
48249119400
-
-
During silica gel flash chromatographic purification, partial desilylation and retrograde aldolization were observed, causing a small erosion of the isolated yield
-
During silica gel flash chromatographic purification, partial desilylation and retrograde aldolization were observed, causing a small erosion of the isolated yield.
-
-
-
-
35
-
-
33847804804
-
-
(a) Mukaiyama, T.; Banno, K.; Narasaka, K. J. Am. Chem. Soc. 1974, 96, 7503-7509.
-
(1974)
J. Am. Chem. Soc
, vol.96
, pp. 7503-7509
-
-
Mukaiyama, T.1
Banno, K.2
Narasaka, K.3
-
37
-
-
11844259698
-
-
Mahrwald, R, Ed, Wiley-VCH: Weinheim, Germany
-
(c) Modern Aldol Reactions; Mahrwald, R., Ed.; Wiley-VCH: Weinheim, Germany, 2004.
-
(2004)
Modern Aldol Reactions
-
-
-
38
-
-
0003417469
-
-
Heathcock, C. H, Ed, Pergamon Press: Oxford, UK, Chapter 1.5
-
(d) Heathcock, C. H. In Comprehensive Organic Synthesis: Additions to C-X π-Bonds, Part 2; Heathcock, C. H., Ed.; Pergamon Press: Oxford, UK, 1991; Chapter 1.5.
-
(1991)
Comprehensive Organic Synthesis: Additions to C-X π-Bonds, Part 2
-
-
Heathcock, C.H.1
-
39
-
-
48249148058
-
-
With ketone acceptors, the synlanti notation of the ketol products is sometimes ambiguous, depending on the way the formulae are written. For a uniform reading and clean rationalization of the stereochemical results, we opted to positioning the R1 endo-directing group on the plane of the molecule see compounds 5a-c and 23-25 in Tables 1 and 2
-
1 endo-directing group on the plane of the molecule (see compounds 5a-c and 23-25 in Tables 1 and 2).
-
-
-
-
40
-
-
33747793755
-
-
For a related example involving nucleophilic addition to phenyl ketone 15, see: Roy, S.; Sharma, A.; Chattopadhyay, N.; Chattopadhyay, S. Tetrahedron Lett. 2006, 47, 7067-7069.
-
For a related example involving nucleophilic addition to phenyl ketone 15, see: Roy, S.; Sharma, A.; Chattopadhyay, N.; Chattopadhyay, S. Tetrahedron Lett. 2006, 47, 7067-7069.
-
-
-
|