-
1
-
-
13244294241
-
-
note
-
Crystallographic analysis of compound 12
-
-
-
-
2
-
-
0033007618
-
-
For the synthesis of brevetoxin A, see: K.C. Nicolaou, M.E. Bunnage, D.G. McGarry, S. Shi, P.K. Somers, P.A. Wallace, X.-J. Chu, K.A. Agrios, J.L. Gunzner, and Z. Yang Chem. Eur. J. 5 1999 599
-
(1999)
Chem. Eur. J.
, vol.5
, pp. 599
-
-
Nicolaou, K.C.1
Bunnage, M.E.2
McGarry, D.G.3
Shi, S.4
Somers, P.K.5
Wallace, P.A.6
Chu, X.-J.7
Agrios, K.A.8
Gunzner, J.L.9
Yang, Z.10
-
3
-
-
0037070584
-
-
For the synthesis of amino sugars by the IBX-mediated cyclization of dihydropyrans, see: (i) K.C. Nicolaou, P.S. Baran, Y.-L. Zhong, S. Barluenga, K.W. Hunt, R. Kranich, and J.A. Vega J. Am. Chem. Soc. 124 2002 2233
-
(2002)
J. Am. Chem. Soc.
, vol.124
, pp. 2233
-
-
Nicolaou, K.C.1
Baran, P.S.2
Zhong, Y.-L.3
Barluenga, S.4
Hunt, K.W.5
Kranich, R.6
Vega, J.A.7
-
4
-
-
0034679468
-
-
K.C. Nicolaou, P.S. Baran, Y.-L. Zhong, and J.A. Vega Angew. Chem., Int. Ed. 39 2000 2525
-
(2000)
Angew. Chem., Int. Ed.
, vol.39
, pp. 2525
-
-
Nicolaou, K.C.1
Baran, P.S.2
Zhong, Y.-L.3
Vega, J.A.4
-
6
-
-
0001867663
-
-
For the preparation of (1) from ethyl-4,6-di-O-acetyl-2,3-dideoxy- α-erythro-hex-2-enopyranoside, see: (i) G. Grynkiewicz Carbohydr. Res. 128 1984 C9
-
(1984)
Carbohydr. Res.
, vol.128
-
-
Grynkiewicz, G.1
-
8
-
-
0025146271
-
-
For the preparation of (1) from tri-O-acetyl-d-glucal, see: K.C. Nicolaou, C.-K. Hwang, B.E. Marron, S.A. DeFrees, E.A. Couladouros, Y. Abe, P.J. Carroll, and J.P. Snyder J. Am. Chem. Soc. 112 1990 3040
-
(1990)
J. Am. Chem. Soc.
, vol.112
, pp. 3040
-
-
Nicolaou, K.C.1
Hwang, C.-K.2
Marron, B.E.3
Defrees, S.A.4
Couladouros, E.A.5
Abe, Y.6
Carroll, P.J.7
Snyder, J.P.8
-
9
-
-
0035902232
-
-
For the synthesis of neodysiherbaine A from dihydropyran (2), see: R. Sakai, T. Koike, M. Sasaki, K. Shimamoto, C. Oiwa, A. Yano, K. Suzuki, K. Tachibana, and H. Kamiya Org. Lett. 3 2001 1479
-
(2001)
Org. Lett.
, vol.3
, pp. 1479
-
-
Sakai, R.1
Koike, T.2
Sasaki, M.3
Shimamoto, K.4
Oiwa, C.5
Yano, A.6
Suzuki, K.7
Tachibana, K.8
Kamiya, H.9
-
10
-
-
0038262700
-
-
For the synthesis of tetrahydropyran-based dipeptide isoters from dihydropyran (3), see: N.M. Kriek, E. Hout, P. Kelly, K.E. Meijgaarden, A. Geluk, T.H. Ottenhoff, G.A. Marel, M. Overhand, J.H. Boom, R.P. Valentijn, and H.S. Overkleeft Eur. J. Org. Chem. 2003 2418
-
(2003)
Eur. J. Org. Chem.
, pp. 2418
-
-
Kriek, N.M.1
Hout, E.2
Kelly, P.3
Meijgaarden, K.E.4
Geluk, A.5
Ottenhoff, T.H.6
Marel, G.A.7
Overhand, M.8
Boom, J.H.9
Valentijn, R.P.10
Overkleeft, H.S.11
-
13
-
-
0027393874
-
-
T. Mandai, M. Ueda, K. Kashiwagi, M. Kawada, and J. Tsuji Tetrahedron Lett. 34 1993 111
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 111
-
-
Mandai, T.1
Ueda, M.2
Kashiwagi, K.3
Kawada, M.4
Tsuji, J.5
-
41
-
-
0037243856
-
-
M. Deligny, F. Carreaux, B. Carboni, L. Toupet, and G. Gilles Dujardin Chem. Commun. 2003 276
-
(2003)
Chem. Commun.
, pp. 276
-
-
Deligny, M.1
Carreaux, F.2
Carboni, B.3
Toupet, L.4
Gilles Dujardin, G.5
-
47
-
-
0032560969
-
-
D.S. La, J.B. Alexander, D.R. Cefalo, D.D. Graf, A.H. Hoveyda, and R.R. Schrock J. Am. Chem. Soc. 120 1998 9720
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 9720
-
-
La, D.S.1
Alexander, J.B.2
Cefalo, D.R.3
Graf, D.D.4
Hoveyda, A.H.5
Schrock, R.R.6
-
48
-
-
0033568351
-
-
S.S. Zhu, D.R. Cefalo, D.S. La, J.Y. Jamieson, W.M. Davis, A.H. Hoveyda, and R.R. Schrock J. Am. Chem. Soc. 121 1999 8251
-
(1999)
J. Am. Chem. Soc.
, vol.121
, pp. 8251
-
-
Zhu, S.S.1
Cefalo, D.R.2
La, D.S.3
Jamieson, J.Y.4
Davis, W.M.5
Hoveyda, A.H.6
Schrock, R.R.7
-
49
-
-
0032577045
-
-
J.B. Alexander, D.S. La, D.R. Cefalo, A.H. Hoveyda, and R.R. Schrock J. Am. Chem. Soc. 120 1998 4041
-
(1998)
J. Am. Chem. Soc.
, vol.120
, pp. 4041
-
-
Alexander, J.B.1
La, D.S.2
Cefalo, D.R.3
Hoveyda, A.H.4
Schrock, R.R.5
-
50
-
-
0033521136
-
-
M. Ahmed, A.G. Barrett, D.C. Braddock, S.M. Cramp, and P.A. Procopiou Tetrahedron Lett. 40 1999 8657
-
(1999)
Tetrahedron Lett.
, vol.40
, pp. 8657
-
-
Ahmed, M.1
Barrett, A.G.2
Braddock, D.C.3
Cramp, S.M.4
Procopiou, P.A.5
-
54
-
-
0033516601
-
-
M.A. Leeuwenburgh, K. Camiel, H.I. Duynstee, H.S. Overkleeft, G.A. Merel, and J.H. Boom Tetrahedron 55 1999 8253
-
(1999)
Tetrahedron
, vol.55
, pp. 8253
-
-
Leeuwenburgh, M.A.1
Camiel, K.2
Duynstee, H.I.3
Overkleeft, H.S.4
Merel, G.A.5
Boom, J.H.6
-
61
-
-
0035852029
-
-
T.A. Kirkland, J. Colucci, L.S. Geraci, M.A. Marx, M. Schneider, D.E. Kaelin, and S.F. Martin J. Am. Chem. Soc. 123 2001 12432
-
(2001)
J. Am. Chem. Soc.
, vol.123
, pp. 12432
-
-
Kirkland, T.A.1
Colucci, J.2
Geraci, L.S.3
Marx, M.A.4
Schneider, M.5
Kaelin, D.E.6
Martin, S.F.7
-
64
-
-
0033643441
-
-
For an example of an enantioselective RCM synthesis of deoxy-azasugars, see: R. Martin, A. Moyano, M.A. Pericàs, and A. Riera Org. Lett. 2 2000 93
-
(2000)
Org. Lett.
, vol.2
, pp. 93
-
-
Martin, R.1
Moyano, A.2
Pericàs, M.A.3
Riera, A.4
-
65
-
-
0000578531
-
-
For a synthesis of dihydropyran-2-carboxylates, see: S.D. Burke, R.A. Mg, J.A. Morrison, and M.J. Alberti J. Org. Chem. 63 1998 3160
-
(1998)
J. Org. Chem.
, vol.63
, pp. 3160
-
-
Burke, S.D.1
Mg, R.A.2
Morrison, J.A.3
Alberti, M.J.4
-
67
-
-
0001777309
-
-
Racemic mixtures of dihydropyrans were incubated with a lipase and vinyl acetate in toluene at room temperature. For a lipase resolution of tetrahydropyran derivatives, see: T. Oishi, Y. Nagumo, and M. Hirama Synlett 1997 980
-
(1997)
Synlett
, pp. 980
-
-
Oishi, T.1
Nagumo, Y.2
Hirama, M.3
-
68
-
-
0003610122
-
-
Wiley-VCH Weinheim
-
Lipase resolution of the hydroxy-dihydropyrans has not been reported. For reviews of the application of lipases and esterases in organic synthesis, see: U.T. Bornscheuer, and R.J. Kazlauskas Hydrolases in Organic Synthesis 1999 Wiley-VCH Weinheim
-
(1999)
Hydrolases in Organic Synthesis
-
-
Bornscheuer, U.T.1
Kazlauskas, R.J.2
-
71
-
-
0035803694
-
-
Diols 10 and 11 and their racemates are important intermediates in the synthesis of many natural products and/or biologically active agents. For examples, see: Refs. 2 and 3 and K.C. Nicolaou, A. Vega Juan, and G. Vassilikogiannakis Angew. Chem., Int. Ed. 40 2001 4441
-
(2001)
Angew. Chem., Int. Ed.
, vol.40
, pp. 4441
-
-
Nicolaou, K.C.1
Vega Juan, A.2
Vassilikogiannakis, G.3
-
72
-
-
0035103342
-
-
M.T. Diaz, R.L. Perez, E. Rodnguez, J.L. Ravelo, and J.D. Martin Synlett 3 2001 345
-
(2001)
Synlett
, vol.3
, pp. 345
-
-
Diaz, M.T.1
Perez, R.L.2
Rodnguez, E.3
Ravelo, J.L.4
Martin, J.D.5
-
75
-
-
0032580462
-
-
M. Sasaki, M. Inoue, T. Noguchi, A. Takeichi, and K. Tachibana Tetrahedron Lett. 39 1998 2783
-
(1998)
Tetrahedron Lett.
, vol.39
, pp. 2783
-
-
Sasaki, M.1
Inoue, M.2
Noguchi, T.3
Takeichi, A.4
Tachibana, K.5
-
80
-
-
0000485082
-
-
E. Alvarez, R. Perez, M. Rico, R.M. Rodriguez, and J.D. Martin J. Org. Chem. 61 1996 3003
-
(1996)
J. Org. Chem.
, vol.61
, pp. 3003
-
-
Alvarez, E.1
Perez, R.2
Rico, M.3
Rodriguez, R.M.4
Martin, J.D.5
-
81
-
-
0029979532
-
-
E. Alvarez, M. Delgado, M.T. Diaz, L. Hanxing, R. Perez, and J.D. Martin Tetrahedron Lett. 37 1996 2865
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 2865
-
-
Alvarez, E.1
Delgado, M.2
Diaz, M.T.3
Hanxing, L.4
Perez, R.5
Martin, J.D.6
-
84
-
-
0000062296
-
-
E. Alvarez, M.T. Diaz, R. Perez, J.L. Ravelo, and A. Regueiro J. Org. Chem. 59 1994 2848
-
(1994)
J. Org. Chem.
, vol.59
, pp. 2848
-
-
Alvarez, E.1
Diaz, M.T.2
Perez, R.3
Ravelo, J.L.4
Regueiro, A.5
-
88
-
-
0024465049
-
-
H. Miyazaki, N. Nakamura, T. Ito, T. Sada, T. Oshima, and H. Koike Chem. Pharm. Bull. 37 1989 2391
-
(1989)
Chem. Pharm. Bull.
, vol.37
, pp. 2391
-
-
Miyazaki, H.1
Nakamura, N.2
Ito, T.3
Sada, T.4
Oshima, T.5
Koike, H.6
-
89
-
-
33845182977
-
-
K.C. Nicolaou, C.V.C. Prasad, C.-K. Hwang, M.E. Duggan, and C.A. Veale J. Am. Chem. Soc. 111 1989 5321
-
(1989)
J. Am. Chem. Soc.
, vol.111
, pp. 5321
-
-
Nicolaou, K.C.1
Prasad, C.V.C.2
Hwang, C.-K.3
Duggan, M.E.4
Veale, C.A.5
-
91
-
-
0029957616
-
-
(a) Hydroxyester 12-17 were applied in the synthesis of biologically active deoxysugars, unpublished results, see: Ref. 25. (b) For the application of these derivatives to the synthesis of maitotoxin fragment, see: K.C. Nicolaou, M.H.D. Postema, E.W. Yue, and A. Nadin J. Am. Chem. Soc. 118 1996 10335
-
(1996)
J. Am. Chem. Soc.
, vol.118
, pp. 10335
-
-
Nicolaou, K.C.1
Postema, M.H.D.2
Yue, E.W.3
Nadin, A.4
-
92
-
-
13244263829
-
-
note
-
f = 0.39 in 40% EtOAc-hexane) to give (-)-8 as a colorless liquid (6.87 g, 46%; >99.5% ee) and (-)-6 as a colorless liquid (5.64 g, 47%; 99.4% ee)
-
-
-
-
93
-
-
13244293233
-
-
PCT Int. Appl. WO 2004/0647445;
-
For additional data related to this work see: Hong, B.-C.; Chen, Z.-Y.; Nagarajan, A.; Rudresha, K.; Chavan, V. P.; Sarshar, S. PCT Int. Appl. WO 2004/0647445; Chem. Abstr. 2004, 141, 174075
-
(2004)
Chem. Abstr.
, vol.141
, pp. 174075
-
-
Hong, B.-C.1
Chen, Z.-Y.2
Nagarajan, A.3
Rudresha, K.4
Chavan, V.P.5
Sarshar, S.6
|