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Chemical Science

Volumn 5, Issue 3, 2014, Pages 959-964

Magnesium-catalyzed hydroboration of esters: Evidence for a new zwitterionic mechanism

(3) Mukherjee, Debabrata a Ellern, Arkady a Sadow, Aaron D a

a IOWA STATE UNIVERSITY (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; ESTERS; FUNCTIONAL GROUPS; MAGNESIUM;

BOND FORMATION; BOND METATHESIS; CATALYTIC-KINETIC; ESTER REDUCTION; HYDROBORATION; HYDROBORATION REACTIONS; METAL-CATALYZED; SECOND-ORDER INTERACTION;

ESTERIFICATION;

EID: 84893509922 PISSN: 20416520 EISSN: 20416539 Source Type: Journal
DOI: 10.1039/c3sc52793j Document Type: Article

Times cited : (168)

References (44)

1
- 0003467672
- Wiley, New York, 4th edn
- J. March, Advanced organic chemistry: reactions, mechanisms, and structure, Wiley, New York, 4th edn, 1992
- (1992) Advanced Organic Chemistry: Reactions, Mechanisms, and Structure
- March, J.¹

2
- 84890970875
- Wiley, New York
- P. G. Andersson and I. J. Munslow, Modern reduction methods, Wiley, New York, 2008
- (2008) Modern Reduction Methods
- Andersson, P.G.¹ Munslow, I.J.²

3
- 0003932751
- Wiley, New York, 2nd edn
- J. Seyden-Penne, Reductions by the Alumino and Borohydrides in Organic Synthesis, Wiley, New York, 2nd edn, 1997
- (1997) Reductions by the Alumino and Borohydrides in Organic Synthesis
- Seyden-Penne, J.¹

4
- 0033515563
- H. Mimoun J. Org. Chem. 1999 64 2582 2589
- (1999) J. Org. Chem. , vol.64 , pp. 2582-2589
- Mimoun, H.¹

5
- 79959473641
- S. Das K. Möller K. Junge M. Beller Chem.-Eur. J. 2011 17 7414 7417
- (2011) Chem.-Eur. J. , vol.17 , pp. 7414-7417
- Das, S.¹ Möller, K.² Junge, K.³ Beller, M.⁴

6
- 77249133649
- S. Das D. Addis S. Zhou K. Junge M. Beller J. Am. Chem. Soc. 2010 132 1770 1771
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 1770-1771
- Das, S.¹ Addis, D.² Zhou, S.³ Junge, K.⁴ Beller, M.⁵

7
- 50449102474
- J. Spielmann S. Harder Eur. J. Inorg. Chem. 2008 1480 1486
- (2008) Eur. J. Inorg. Chem. , pp. 1480-1486
- Spielmann, J.¹ Harder, S.²

8
- 84860008708
- M. Arrowsmith T. J. Hadlington M. S. Hill G. Kociok-Köhn Chem. Commun. 2012 48 4567 4569
- (2012) Chem. Commun. , vol.48 , pp. 4567-4569
- Arrowsmith, M.¹ Hadlington, T.J.² Hill, M.S.³ Kociok-Köhn, G.⁴

9
- 80755163070
- M. Arrowsmith M. S. Hill T. Hadlington G. Kociok-Köhn C. Weetman Organometallics 2011 30 5556 5559
- (2011) Organometallics , vol.30 , pp. 5556-5559
- Arrowsmith, M.¹ Hill, M.S.² Hadlington, T.³ Kociok-Köhn, G.⁴ Weetman, C.⁵

10
- 84884864806
- J. A. Fernández-Salas S. Manzini S. P. Nolan Chem. Commun. 2013 49 9758 9760
- (2013) Chem. Commun. , vol.49 , pp. 9758-9760
- Fernández-Salas, J.A.¹ Manzini, S.² Nolan, S.P.³

11
- 0001528618
- S. C. Berk K. A. Kreutzer S. L. Buchwald J. Am. Chem. Soc. 1991 113 5093 5095
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 5093-5095
- Berk, S.C.¹ Kreutzer, K.A.² Buchwald, S.L.³

12
- 0001740055
- S. C. Berk S. L. Buchwald J. Org. Chem. 1992 57 3751 3753
- (1992) J. Org. Chem. , vol.57 , pp. 3751-3753
- Berk, S.C.¹ Buchwald, S.L.²

13
- 0000512502
- K. J. Barr S. C. Berk S. L. Buchwald J. Org. Chem. 1994 59 4323 4326
- (1994) J. Org. Chem. , vol.59 , pp. 4323-4326
- Barr, K.J.¹ Berk, S.C.² Buchwald, S.L.³

14
- 0001657421
- M. T. Reding S. L. Buchwald J. Org. Chem. 1995 60 7884 7890
- (1995) J. Org. Chem. , vol.60 , pp. 7884-7890
- Reding, M.T.¹ Buchwald, S.L.²

15
- 0000658315
- X. Verdaguer M. C. Hansen S. C. Berk S. L. Buchwald J. Org. Chem. 1997 62 8522 8528
- (1997) J. Org. Chem. , vol.62 , pp. 8522-8528
- Verdaguer, X.¹ Hansen, M.C.² Berk, S.C.³ Buchwald, S.L.⁴

16
- 82955223255
- L. Pehlivan E. Métay S. Laval W. Dayoub D. Delbrayelle G. Mignani M. Lemaire Eur. J. Org. Chem. 2011 7400 7406
- (2011) Eur. J. Org. Chem. , pp. 7400-7406
- Pehlivan, L.¹ Métay, E.² Laval, S.³ Dayoub, W.⁴ Delbrayelle, D.⁵ Mignani, G.⁶ Lemaire, M.⁷

17
- 0001517651
- Z. Mao B. T. Gregg A. R. Cutler J. Am. Chem. Soc. 1995 117 10139 10140
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 10139-10140
- Mao, Z.¹ Gregg, B.T.² Cutler, A.R.³

18
- 84863676748
- D. Bezier G. T. Venkana L. C. Misal Castro J. Zheng T. Roisnel J.-B. Sortais C. Darcel Adv. Synth. Catal. 2012 354 1879 1884
- (2012) Adv. Synth. Catal. , vol.354 , pp. 1879-1884
- Bezier, D.¹ Venkana, G.T.² Misal Castro, L.C.³ Zheng, J.⁴ Roisnel, T.⁵ Sortais, J.-B.⁶ Darcel, C.⁷

19
- 84875818095
- K. Junge B. Wendt S. Zhou M. Beller Eur. J. Org. Chem. 2013 2061 2066
- (2013) Eur. J. Org. Chem. , pp. 2061-2066
- Junge, K.¹ Wendt, B.² Zhou, S.³ Beller, M.⁴

20
- 84885636868
- A. J. Ruddy C. M. Kelly S. M. Crawford C. A. Wheaton O. L. Sydora B. L. Small M. Stradiotto L. Turculet Organometallics 2013 32 5581 5588
- (2013) Organometallics , vol.32 , pp. 5581-5588
- Ruddy, A.J.¹ Kelly, C.M.² Crawford, S.M.³ Wheaton, C.A.⁴ Sydora, O.L.⁵ Small, B.L.⁶ Stradiotto, M.⁷ Turculet, L.⁸

21
- 0029952124
- D. J. Parks W. E. Piers J. Am. Chem. Soc. 1996 118 9440 9441
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 9440-9441
- Parks, D.J.¹ Piers, W.E.²

22
- 82955165740
- For the reaction EtOAc(l) 2 MeCHO(l), ΔHrxn = 21 kcal mol^-1. See
- A. Y. Khalimon P. Farha L. G. Kuzmina G. I. Nikonov Chem. Commun. 2012 48 455 457
- (2012) Chem. Commun. , vol.48 , pp. 455-457
- Khalimon, A.Y.¹ Farha, P.² Kuzmina, L.G.³ Nikonov, G.I.⁴

23
- 0000249808
- K. B. Wiberg L. S. Crocker K. M. Morgan J. Am. Chem. Soc. 1991 113 3447 3450
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 3447-3450
- Wiberg, K.B.¹ Crocker, L.S.² Morgan, K.M.³

24
- 0001044483
- K. B. Wiberg R. F. Waldron J. Am. Chem. Soc. 1991 113 7697 7705
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 7697-7705
- Wiberg, K.B.¹ Waldron, R.F.²

25
- 34250778976
- K. N. Harrison T. J. Marks J. Am. Chem. Soc. 1992 114 9220 9221
- (1992) J. Am. Chem. Soc. , vol.114 , pp. 9220-9221
- Harrison, K.N.¹ Marks, T.J.²

26
- 0000046579
- S. Pereira M. Srebnik Organometallics 1995 14 3127 3128
- (1995) Organometallics , vol.14 , pp. 3127-3128
- Pereira, S.¹ Srebnik, M.²

27
- 0029985651
- X. He J. F. Hartwig J. Am. Chem. Soc. 1996 118 1696 1702
- (1996) J. Am. Chem. Soc. , vol.118 , pp. 1696-1702
- He, X.¹ Hartwig, J.F.²

28
- 33947482023
- H. C. Brown K. A. Keblys J. Am. Chem. Soc. 1964 86 1795 1801
- (1964) J. Am. Chem. Soc. , vol.86 , pp. 1795-1801
- Brown, H.C.¹ Keblys, K.A.²

29
- 33947443942
- R. F. Nystrom W. G. Brown J. Am. Chem. Soc. 1947 69 1197 1199
- (1947) J. Am. Chem. Soc. , vol.69 , pp. 1197-1199
- Nystrom, R.F.¹ Brown, W.G.²

30
- 0000927538
- R. F. Nystrom W. G. Brown J. Am. Chem. Soc. 1948 70 3738 3740
- (1948) J. Am. Chem. Soc. , vol.70 , pp. 3738-3740
- Nystrom, R.F.¹ Brown, W.G.²

31
- 80055011127
- J. F. Dunne S. R. Neal J. Engelkemier A. Ellern A. D. Sadow J. Am. Chem. Soc. 2011 133 16782 16785
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 16782-16785
- Dunne, J.F.¹ Neal, S.R.² Engelkemier, J.³ Ellern, A.⁴ Sadow, A.D.⁵

32
- 84876573723
- D. Mukherjee N. L. Lampland K. Yan J. F. Dunne A. Ellern A. D. Sadow Chem. Commun. 2013 49 4334 4336
- (2013) Chem. Commun. , vol.49 , pp. 4334-4336
- Mukherjee, D.¹ Lampland, N.L.² Yan, K.³ Dunne, J.F.⁴ Ellern, A.⁵ Sadow, A.D.⁶

33
- 0033532884
- H. Mimoun J. Y. de Saint Laumer L. Giannini R. Scopelliti C. Floriani J. Am. Chem. Soc. 1999 121 6158 6166
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 6158-6166
- Mimoun, H.¹ De Saint Laumer, J.Y.² Giannini, L.³ Scopelliti, R.⁴ Floriani, C.⁵

34
- 0033597622
- J. Yun S. L. Buchwald J. Am. Chem. Soc. 1999 121 5640 5644
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 5640-5644
- Yun, J.¹ Buchwald, S.L.²

35
- 84871897375
- J. Gajewy J. Gawronski M. Kwit Eur. J. Org. Chem. 2013 307 318
- (2013) Eur. J. Org. Chem. , pp. 307-318
- Gajewy, J.¹ Gawronski, J.² Kwit, M.³

36
- 18844408347
- H. Ito A. Watanabe M. Sawamura Org. Lett. 2005 7 1869 1871
- (2005) Org. Lett. , vol.7 , pp. 1869-1871
- Ito, H.¹ Watanabe, A.² Sawamura, M.³

37
- 22344448563
- G at 300 K for EtOAc 2MeCHO is estimated to be 15 kcal mol^-1; Knovel Critical Tables, 2^nd edn
- H. Ito K. Takagi T. Miyahara M. Sawamura Org. Lett. 2005 7 3001 3004
- (2005) Org. Lett. , vol.7 , pp. 3001-3004
- Ito, H.¹ Takagi, K.² Miyahara, T.³ Sawamura, M.⁴

38
- 84894486684
- 10.1021/om400760k
- R. Waterman Organometallics 2013 10.1021/om400760k
- (2013) Organometallics
- Waterman, R.¹

39
- 0033515401
- S. A. Kulkarni N. Koga J. Mol. Struct.: THEOCHEM 1999 461-462 297 310
- (1999) J. Mol. Struct.: THEOCHEM , vol.461-462 , pp. 297-310
- Kulkarni, S.A.¹ Koga, N.²

40
- 0001723225
- Y. M. Sun W. E. Piers S. J. Rettig Organometallics 1996 15 4110 4112
- (1996) Organometallics , vol.15 , pp. 4110-4112
- Sun, Y.M.¹ Piers, W.E.² Rettig, S.J.³

41
- 0037960828
- B. H. Lipshutz K. Noson W. Chrisman A. Lower J. Am. Chem. Soc. 2003 125 8779 8789
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 8779-8789
- Lipshutz, B.H.¹ Noson, K.² Chrisman, W.³ Lower, A.⁴

42
- 34247492029
- G. Du P. E. Fanwick M. M. Abu-Omar J. Am. Chem. Soc. 2007 129 5180 5187
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 5180-5187
- Du, G.¹ Fanwick, P.E.² Abu-Omar, M.M.³

43
- 79955390765
- O. G. Shirobokov L. G. Kuzmina G. I. Nikonov J. Am. Chem. Soc. 2011 133 6487 6489
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 6487-6489
- Shirobokov, O.G.¹ Kuzmina, L.G.² Nikonov, G.I.³

44
- 0024845170
- L. C. Allen J. Am. Chem. Soc. 1989 111 9003 9014
- (1989) J. Am. Chem. Soc. , vol.111 , pp. 9003-9014
- Allen, L.C.¹

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