Inter- and intramolecular additions of 1-alkenylboronic acids or esters to aldehydes and ketones catalyzed by rhodium(I) complexes in basic, aqueous solutions

Synlett

Volumn , Issue 10, 2002, Pages 1733-1735

  Takezawa, Akinori ^a   Yamaguchi, Kenji ^a   Ohmura, Toshimichi ^a   Yamamoto, Yasunori ^a   Miyaura, Norio ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

Addition; Alkenylboron; Rhodium catalyst

Indexed keywords

ALCOHOL; ALDEHYDE; ALKENYL GROUP; ALLYL COMPOUND; BORONIC ACID DERIVATIVE; ESTER; KETONE; POTASSIUM HYDROXIDE; RHODIUM COMPLEX;

ADDITION REACTION; AQUEOUS SOLUTION; ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CYCLIZATION; GRIGNARD REACTION; ISOMERISM; REPRODUCIBILITY;

EID: 0036403291     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2002-34219     Document Type: Article

References (22)

1. (a) Oi, S.; Moro, M.; Inoue, Y. Chem. Commun. 1997, 1621.
2. (b) Oi, S.; Moro, M.; Ono, S.; Inoue, Y. Chem. Lett. 1998, 83.
3. (c) Hayashi, T.; Ishigedani, M. J. Am. Chem. Soc. 2000, 122, 976.
4. (a) Oi, S.; Moro, M.; Inoue, Y. Organometallics 2001, 20, 1036.
5. (b) Fujii, T.; Koike, T.; Mori, A.; Osakada, K. Synlett 2002, 298.
6. Ichiyanagi, T.; Kuniyama, S.; Simizu, M.; Fujisawa, T. Chem. Lett. 1998, 1033.
7. (a) Nakamura, H.; Iwama, H.; Yamamoto, Y. J. Am. Chem. Soc. 1996, 118, 6641.
8. (b) Nakamura, H.; Nakamura, K.; Yamamoto, Y. J. Am. Chem. Soc. 1998, 120, 4242.
9. Nakamura, K.; Nakamura, H.; Yamamoto, Y. J. Org. Chem. 1999, 64, 2614.
10. (a) Sakai, M.; Ueda, M.; Miyaura, N. Angew. Chem. Int. Ed. 1998, 37, 3279.
11. (b) Ueda, M.; Miyaura, N. J. Org. Chem. 2000, 65, 4450.
12. (c) Ueda, M.; Saito, A.: Miyaura, N. Synlett 2000, 1637.
13. Fürstner, A.; Krause, H. Adv. Synth. Catal. 2001, 343.
14. Batey, R. A.; Thadani, A. N.; Smil, D. V. Org. Lett. 1999, 1, 1683.
15. Krug, C.; Hartwig, J. F. J. Am. Chem. Soc. 2002, 124, 1674.
16. (a) Sakai, M.; Hayashi, H.; Miyaura, N. Organometallics 1997, 16, 4229.
17. (b) Takaya, Y.; Ogasawara, M.; Hayashi, T.; Sakai, M.; Miyaura, N. J. Am. Chem. Soc. 1998, 120, 5579.
18. (c) Sakuma, S.; Sakai, M.; Miyaura, N. J. Org. Chem. 2000, 65, 5951.
19. (d) Itooka, R.; Iguchi, Y.; Miyaura, N. Chem. Lett. 2001, 722.
20. (e) Sakuma, S.; Miyaura, N. J. Org. Chem. 2001, 66, 8944.
21. Grushin, V. V.; Kuznetsov, V. F.; Bensimon, C.; Alper, H. Organometallics 1995, 14, 3927.
22. Ohmura, T.; Yamamoto, Y.; Miyaura, N. J. Am. Chem. Soc. 2000, 122, 4990.