ISSN:
0009-2940
Keywords:
1H-Borole, 2,5-dihydro-
;
4-Boratricyclo[5.2.1.02,6]dec-2(6)-ene
;
Bicyclo[2.2.1]heptane, 2,3-dimethylene-
;
Bicyclo[2.2.1]heptane, 3-methyl-2-methylene-
;
Bicyclo[2.2.1]hept-2-ene, 2,3-dimethyl-
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
3-Borolenes with Diastereotopic Faces: Synthesis of 4-(Dialkylamino)-4-boratricyclo[5.2.1.02,6]dec-2(6)-enes and Structure of the Dimethylamino DerivativeTwo syntheses of 2,5-dihyro-1H-borole derivatives with diastereotopic faces are described. 2,3-Dimethylenenorbornane (2) is transformed into the zirconocene complex 5 (≡ Cp2Zr · 2) in a large-scale preparation; 5 reacts with dichloro-(dialkylamino)boranes BCl2(NR2) to give 4-(dialkylamino)-4-boratricyclo[5.2.1.02,6]dec-2(6)-enes 1 (R = Me, iPr). Alternatively, 2,3-dimethylnorbornene (santene) (3) or 3-methyl-2-methylenenorbornane (4) can be kaliated by means of Lochmann-Schlosser base to give a dimetallation product 6 (≡ K2 2); treatment of 6 with BCl2(NR2) also affords the boratricycles 1 (R = Et, iPr). The structure of the dimethylamino derivative 1a has been determined by X-ray diffraction.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19941270813
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