journal article Sep 24, 2009

Enantioselective Synthesis of 2-Methyl-1,2-syn- and 2-Methyl-1,2-anti-3-butenediols via Allene Hydroboration−Aldehyde Allylboration Reaction Sequences

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References
35
[1]
Djerassi C. Tetrahedron (1958) 10.1016/0040-4020(58)80021-6
[2]
Maezawa I. J. Antibiot. (1974) 10.7164/antibiotics.27.84
[3]
Stampwala S. S. J. Antibiot. (1983) 10.7164/antibiotics.36.1601
[4]
Dorta E. Tetrahedron Lett. (2004) 10.1016/j.tetlet.2004.07.125
[5]
Kolb H. C. Chem. Rev. (1994) 10.1021/cr00032a009
[6]
Noe M. C. Org. React. (2005)
[7]
Xu D. J. Am. Chem. Soc. (1992) 10.1021/ja00045a043
[8]
Français A. Tetrahedron (2008) 10.1016/j.tet.2007.11.068
[9]
Miyashita K. J. Am. Chem. Soc. (2003) 10.1021/ja030133v
[10]
Julian L. D. J. Am. Chem. Soc. (2005) 10.1021/ja050729d
[11]
Hayashi Y. Org. Lett. (2008) 10.1021/ol800195g
[12]
Reetz M. T. Angew. Chem., Int. Ed. Engl. (1984) 10.1002/anie.198405561
[13]
Mengel A. Chem. Rev. (1999) 10.1021/cr980379w
[14]
For representative recent examples, see:
[15]
Boger D. L. J. Am. Chem. Soc. (2001) 10.1021/ja010195q
[16]
Chavez D. E. Angew. Chem., Int. Ed. (2001) 10.1002/1521-3773(20011001)40:19<3667::aid-anie3667>3.0.co;2-6
[17]
Wang Y. G. Org. Lett. (2002) 10.1021/ol020193q
[18]
Trost B. M. J. Am. Chem. Soc. (2005) 10.1021/ja042435i
[20]
Organoboranes

Gary W. Kramer, Herbert C. Brown

Journal of Organometallic Chemistry 1977 10.1016/s0022-328x(00)92510-5
[21]
Hoffmann R. W. J. Org. Chem. (1981) 10.1021/jo00320a015
[22]
[24]
Gu Y. G. Tetrahedron Lett. (1991) 10.1016/0040-4039(91)80678-y
[25]
Enantioselective Synthesis of 1,5-anti- and 1,5-syn-Diols Using a Highly Diastereoselective One-Pot Double Allylboration Reaction Sequence

Eric M. Flamme, William R. Roush

Journal of the American Chemical Society 2002 10.1021/ja028055j
[26]
Flamme E. M. Org. Lett. (2005) 10.1021/ol050250q
[27]
Owen R. M. Org. Lett. (2005) 10.1021/ol0514303
[28]
Hicks J. D. Org. Lett. (2005) 10.1021/ol052322j
[29]
Lira R. Org. Lett. (2007) 10.1021/ol0629869
[30]
Hicks J. D. Org. Lett. (2008) 10.1021/ol703042q
[31]
See thesupporting informationfor the synthesis of7.
[32]
Ohtani I. J. Am. Chem. Soc. (1991) 10.1021/ja00011a006
[33]
Roush, W. R.InComprehensive Organic Synthesis;Trost, B. M., Ed.Pergamon Press:Oxford, 1991; Vol.2, p1.
[34]
Chemler, S. R. and Roush, W. R.InModern Carbonyl Chemistry;Otera, J., Ed.Wiley-VCH:Weinheim, 2000; p403. 10.1002/9783527613267.ch11
[35]
Masamune S. Angew. Chem., Int. Ed. Engl. (1985) 10.1002/anie.198500013
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Details
Published
Sep 24, 2009
Vol/Issue
131(41)
Pages
14602-14603
Cite This Article
Ming Chen, Masaki Handa, William R. Roush (2009). Enantioselective Synthesis of 2-Methyl-1,2-syn- and 2-Methyl-1,2-anti-3-butenediols via Allene Hydroboration−Aldehyde Allylboration Reaction Sequences. Journal of the American Chemical Society, 131(41), 14602-14603. https://doi.org/10.1021/ja904599h
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