Chemoselective conversion of azides to t-butyl carbamates and amines

Azides were converted to the corresponding carbamates using a system of 20 mol% of decaborane (B 10H 14) and 20 weight% of 10% Pd/C in methanol in the presence of di- tert-butyl dicarbonate at rt in high yields and to the corresponding amines using a system of 10 mol% of decaborane and 20 weight% of...

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Bibliographic Details
Published in:Tetrahedron letters 2002-11, Vol.43 (48), p.8735-8739
Main Authors: Jung, Yeon Joo, Chang, Yu Mi, Lee, Ji Hee, Yoon, Cheol Min
Format: Article
Language:English
Subjects:
amines
azides
Boc 2O
decaborane
Pd/C
protection
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Summary:Azides were converted to the corresponding carbamates using a system of 20 mol% of decaborane (B 10H 14) and 20 weight% of 10% Pd/C in methanol in the presence of di- tert-butyl dicarbonate at rt in high yields and to the corresponding amines using a system of 10 mol% of decaborane and 20 weight% of 10% Pd/C in methanol in the absence of di- tert-butyl dicarbonate at rt in high yields. Azides were converted to the corresponding carbamates using decaborane and Pd/C system in the presence of t-Boc 2O and to the corresponding amines using decaborane and Pd/C system.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(02)02106-8