-
1
-
-
0001172518
-
-
ed. Barrett, A. J.; Salvesen, G. Elsevier, New York
-
1. Review: Rich, D. H. "Proteinase Inhibitors", ed. Barrett, A. J.; Salvesen, G. Elsevier, New York, 1986, p.179. Recent synthesis featuring carbonyl reduction: Nishi, T.; Kitamura, M.; Ohkuma, T.; Noyori, R. Tetrahedron Lett., 1988, 29, 6327.
-
(1986)
Proteinase Inhibitors
, pp. 179
-
-
Rich, D.H.1
-
2
-
-
45549111026
-
Recent synthesis featuring carbonyl reduction
-
1. Review: Rich, D. H. "Proteinase Inhibitors", ed. Barrett, A. J.; Salvesen, G. Elsevier, New York, 1986, p.179. Recent synthesis featuring carbonyl reduction: Nishi, T.; Kitamura, M.; Ohkuma, T.; Noyori, R. Tetrahedron Lett., 1988, 29, 6327.
-
(1988)
Tetrahedron Lett.
, vol.29
, pp. 6327
-
-
Nishi, T.1
Kitamura, M.2
Ohkuma, T.3
Noyori, R.4
-
3
-
-
0028846226
-
-
2. Kim, E. E.; Baker, C. T.; Dwyer, M. D.; Murcko, M. A.; Rao, B. G.; Tung, R. D.; Navia, M. A. J. Am. Chem. Soc., 1995, 117, 1181.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 1181
-
-
Kim, E.E.1
Baker, C.T.2
Dwyer, M.D.3
Murcko, M.A.4
Rao, B.G.5
Tung, R.D.6
Navia, M.A.7
-
7
-
-
0346048831
-
-
ed. Trost, B. M. Blackwell, Oxford
-
(d) Reetz, M. T. in "Stereocontrolled Organic Synthesis", ed. Trost, B. M. Blackwell, Oxford, 1994, 97-116.
-
(1994)
Stereocontrolled Organic Synthesis
, pp. 97-116
-
-
Reetz, M.T.1
-
8
-
-
0027429284
-
-
4. (a) Burns, B.; Studley J. R.; Wills, M. Tetrahedron Lett., 1993, 34, 7105.
-
(1993)
Tetrahedron Lett.
, vol.34
, pp. 7105
-
-
Burns, B.1
Studley, J.R.2
Wills, M.3
-
9
-
-
0028359157
-
-
(b) Burns, B.; King, J. R. Studley, N. P.; Tye, H.; Wills, M. Tetrahedron: Asymmetry, 1994, 5, 801.
-
(1994)
Tetrahedron: Asymmetry
, vol.5
, pp. 801
-
-
Burns, B.1
King, J.R.2
Studley, N.P.3
Tye, H.4
Wills, M.5
-
10
-
-
0029983325
-
-
(c) Gamble, M. P.; Studley, J. R.; Wills, M.Tetrahedron Lett., 1996, 37, 2853.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 2853
-
-
Gamble, M.P.1
Studley, J.R.2
Wills, M.3
-
11
-
-
0030575799
-
-
(d) Gamble, M. P.; Studley, J. R.; Wills, M. Tetrahedron: Asymmetry, 1996, 7, 3071.
-
(1996)
Tetrahedron: Asymmetry
, vol.7
, pp. 3071
-
-
Gamble, M.P.1
Studley, J.R.2
Wills, M.3
-
12
-
-
0031036062
-
-
(e) Burns, B.; Gamble, M. P.; Simm, A. R. C.; Studley, J. R.; Alcock, N. W.; Wills, M.Tetrahedron: Asymmetry, 1997, 8, 73
-
(1997)
Tetrahedron: Asymmetry
, vol.8
, pp. 73
-
-
Burns, B.1
Gamble, M.P.2
Simm, A.R.C.3
Studley, J.R.4
Alcock, N.W.5
Wills, M.6
-
13
-
-
0031592555
-
Preliminary report on this work
-
(f) preliminary report on this work: Palmer, M.; Studley, J. R.; Walsgrove, T. and M. Wills, Tetrahedron Letters, 1997, 38, 2315.
-
(1997)
Tetrahedron Letters
, vol.38
, pp. 2315
-
-
Palmer, M.1
Studley, J.R.2
Walsgrove, T.3
Wills, M.4
-
15
-
-
37049096162
-
-
(b) Ramage, R.; Hopton, D.; Parrott, M. J.; Kenner, G. W.; Moore, G. A. J. Chem. Soc., Perkin Trans. 1, 1984, 1357.
-
(1984)
J. Chem. Soc., Perkin Trans. 1
, pp. 1357
-
-
Ramage, R.1
Hopton, D.2
Parrott, M.J.3
Kenner, G.W.4
Moore, G.A.5
-
16
-
-
37049105506
-
-
(c) Ramage, R.; Atrash, B.; Hopton, D.; Parrott, M. J. J. Chem. Soc., Perkin Trans. 1, 1985, 1217.
-
(1985)
J. Chem. Soc., Perkin Trans. 1
, pp. 1217
-
-
Ramage, R.1
Atrash, B.2
Hopton, D.3
Parrott, M.J.4
-
18
-
-
0028271326
-
-
(b) Osborn, H. M. I.; Sweeney, J. B.; Howson, B. Tetrahedron Lett., 1994, 35, 2739.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 2739
-
-
Osborn, H.M.I.1
Sweeney, J.B.2
Howson, B.3
-
19
-
-
0028352490
-
-
(c) Osborn, H. M. I.; Cantrill, A. A.; Sweeney, J. B.; Howson, B. Tetrahedron Lett., 1994, 35, 3159.
-
(1994)
Tetrahedron Lett.
, vol.35
, pp. 3159
-
-
Osborn, H.M.I.1
Cantrill, A.A.2
Sweeney, J.B.3
Howson, B.4
-
21
-
-
0029031843
-
-
(b) Myers, A. G.; Yoon, T.; Gleason, J. L.Tetrahedron Lett., 1995, 36, 4555.
-
(1995)
Tetrahedron Lett.
, vol.36
, pp. 4555
-
-
Myers, A.G.1
Yoon, T.2
Gleason, J.L.3
-
22
-
-
0029989131
-
-
(c) Myers, A. G.; Yang, B. H.; Kopecky, D. J. Tetrahedron Lett., 1996, 37, 3623.
-
(1996)
Tetrahedron Lett.
, vol.37
, pp. 3623
-
-
Myers, A.G.1
Yang, B.H.2
Kopecky, D.J.3
-
23
-
-
0029126361
-
-
(d) Myers, A. G.; Gleason, J. L.; Yoon, T. J. Am. Chem. Soc., 1995, 117, 8488.
-
(1995)
J. Am. Chem. Soc.
, vol.117
, pp. 8488
-
-
Myers, A.G.1
Gleason, J.L.2
Yoon, T.3
-
24
-
-
0027960624
-
-
(e) Myers, A. G.; Yang, B. H.; Chen, H.; Gleason, J. L. J. Am. Chem. Soc., 1994, 116, 9361.
-
(1994)
J. Am. Chem. Soc.
, vol.116
, pp. 9361
-
-
Myers, A.G.1
Yang, B.H.2
Chen, H.3
Gleason, J.L.4
-
25
-
-
0010470549
-
-
note
-
8. During an attempt to prepare 8a via the N-diphenylphosphinyl derivative of S-methylalanamide we found that racemisation occured when the ester was coupled to (S,S)-(+)-psuedoephedrine using n-butyllithium as a base. Although this rendered this approach unsuitable for the required application, its conversion to 9a provided a convenient method for the preparation of enantiomeric standards for the Mosher ester analysis.
-
-
-
-
26
-
-
33751157465
-
-
9. Denmark, S. E.; Coe, D. M.; Pratt, N. E.; Griedel, B. D. J. Org. Chem., 1994, 59, 6161.
-
(1994)
J. Org. Chem.
, vol.59
, pp. 6161
-
-
Denmark, S.E.1
Coe, D.M.2
Pratt, N.E.3
Griedel, B.D.4
-
27
-
-
0010430505
-
-
note
-
12 in 70% yield.
-
-
-
-
28
-
-
0010508225
-
-
note
-
7b In our hands 8c was formed in 71% yield from the corresponding acid and 8b was formed in 31% overall yield from the t-Boc protected valine (4 processes in two pots, as described in the text).
-
-
-
-
30
-
-
0010508035
-
-
note
-
4c
-
-
-
-
31
-
-
0010430986
-
-
note
-
14. Reduction of 15 with sodium borohydride gave a 2:1 mixture of diastereoisomeric products 16 (90% yield), thereby conveniently providing a sample which confirmed the selectivity of the borane reduction.
-
-
-
-
34
-
-
0002714675
-
-
16. Still, W. C.; Kahn, M.; Mitra, A. J. Org. Chem., 1978, 43, 2923.
-
(1978)
J. Org. Chem.
, vol.43
, pp. 2923
-
-
Still, W.C.1
Kahn, M.2
Mitra, A.3
-
35
-
-
0000391375
-
-
17. Lipton, M. F.; Sorensen, C. M.; Sadler, A. C.; Shapiro, R. H. J. Organomet. Chem., 1980, 186, 155.
-
(1980)
J. Organomet. Chem.
, vol.186
, pp. 155
-
-
Lipton, M.F.1
Sorensen, C.M.2
Sadler, A.C.3
Shapiro, R.H.4
-
36
-
-
0024598719
-
-
18. Setzer, W. N.; Black, B. G.; Hovanes, B. A.; Hubbard, J. L. J. Org. Chem., 1989, 54, 1709.
-
(1989)
J. Org. Chem.
, vol.54
, pp. 1709
-
-
Setzer, W.N.1
Black, B.G.2
Hovanes, B.A.3
Hubbard, J.L.4
|