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Nucleophilic opening of 2,3-epoxy acids and amides mediated by titanium isopropoxide. Highly enhanced C-3 selectivity

✍ Scribed by Chong, J. Michael; Sharpless, K. Barry


Book ID
120938679
Publisher
American Chemical Society
Year
1985
Tongue
English
Weight
539 KB
Volume
50
Category
Article
ISSN
0022-3263

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The C-2 selective azide opening reaction
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The azide opening reaction of trans-2,3-epoxy alcohols with NaN 3 and PhB(OH) 2 in DMF occurred regio-and stereoselectively at the C-2 position giving rise to phenylboronates of trans-2-azido-1,3-diols in high yields, o 1999 Elsevier Science Ltd. All rights reserved. Stereoselective epoxide-opening