Syntheses and properties of trifluoromethanesulfonyloxy derivatives of tricyclohexylphosphine-borane

Tetrahedron Letters

Volumn 37, Issue 4, 1996, Pages 503-504

  Imamoto, Tsuneo ^a   Asakura, Katsuo ^a   Tsuruta, Hideyuki ^a   Kishikawa, Kuniyuki ^a   Yamaguchi, Kentaro ^a  

^a CHIBA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BORANE DERIVATIVE; ORGANOBORON DERIVATIVE; PHOSPHINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030034124     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)02191-4     Document Type: Article

References (15)

1. Oshiki, T.; Imamoto, T. J. Am. Chem. Soc. 1992, 114, 3975; Imamoto, T. Pure Appl. Chem. 1993, 65, 655; Imamoto, T.; Hikosaka, T. J. Org. Chem. 1994, 59, 6753.
2. Oshiki, T.; Imamoto, T. J. Am. Chem. Soc. 1992, 114, 3975; Imamoto, T. Pure Appl. Chem. 1993, 65, 655; Imamoto, T.; Hikosaka, T. J. Org. Chem. 1994, 59, 6753.
3. Oshiki, T.; Imamoto, T. J. Am. Chem. Soc. 1992, 114, 3975; Imamoto, T. Pure Appl. Chem. 1993, 65, 655; Imamoto, T.; Hikosaka, T. J. Org. Chem. 1994, 59, 6753.
4. Imamoto, T.; Oshiki, T. Tetrahedron Lett. 1989, 30, 383; Oshiki, T.; Imamoto, T. Bull. Chem. Soc. Jpn: 1990, 63, 2846.
5. Imamoto, T.; Oshiki, T. Tetrahedron Lett. 1989, 30, 383; Oshiki, T.; Imamoto, T. Bull. Chem. Soc. Jpn: 1990, 63, 2846.
6. 3PS: C, 51.59; H, 7.98. Found: C, 51.72; H, 8.00.
7. 2: C, 40.69; H, 5.81. Found: C, 40.78; H, 5.78.
8. The two dimensional IP detector on RIGAKU R-AXIS IIC was used for rapid analysis for both compounds 1 and 2.
9. W = 0.102. Selected bond lengths (Å) and angles (deg): P-B 1.95(3), B-O1 1.54(4), P-C1 1.85(3), P-C7 1.82(2), P-C13 1.90(2), P-B-O1 105(1), B-P-C1 115(1), B-P-C7 109(1), B-P-C13 107(1), C1-P-C7 106(1), C7-P-C13 107.4(10), C13-P-C1 111.1(10). Full details of the structure determination have been deposited at the Cambridge Crystallographic Centre.
10. W = 0.081. Selected bond lengths (Å) and angles (deg): P-B 1.961(6), B-O1 1.500(6), B-O4 1.506(6), P-C1 1.837(5), P-C7 1.823(5), P-C13 1.829(5), P-B-O1 108.5(3), P-B-O4 109.6(3), O1-B-O4 105.0(4), B-P-C1 108.3(2), B-P-C7 106.4(2), B-P-C13 114.2(2), C1-P-C7 114.4(2), C7-P-C13 107.6(2), C1-P-C13 106.1(2). Full details of the structure determination have been deposited at the Cambridge Crystallographic Centre.
11. McKinstry, L.; Livinghouse, T. Tetrahedron Lett. 1994, 35, 9319.
12. 2 resulted in the formation of complex mixtures.
13. Lipshutz, B. H.; Wilhelm, R. S.; Kozlowski, J. A. Tetrahedron, 1984, 40, 5005; Lipshutz, B. H. Wilhelm, R. S.; Kozlowski, J. A.; Parker, D. J. Org. Chem. 1984, 49, 3928; Lipshutz, B. H. Synthesis 1987, 325.
14. Lipshutz, B. H.; Wilhelm, R. S.; Kozlowski, J. A. Tetrahedron, 1984, 40, 5005; Lipshutz, B. H. Wilhelm, R. S.; Kozlowski, J. A.; Parker, D. J. Org. Chem. 1984, 49, 3928; Lipshutz, B. H. Synthesis 1987, 325.
15. Lipshutz, B. H.; Wilhelm, R. S.; Kozlowski, J. A. Tetrahedron, 1984, 40, 5005; Lipshutz, B. H. Wilhelm, R. S.; Kozlowski, J. A.; Parker, D. J. Org. Chem. 1984, 49, 3928; Lipshutz, B. H. Synthesis 1987, 325.