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Mercury in organic chemistry. 33. A convenient synthesis of allenic and propargylic ketones via acylation of propargylic and allenic organomercurials, respectively

โœ Scribed by Larock, Richard C.; Chow, Min Shine; Smith, Sarah J.

Book ID
127198638
Publisher
American Chemical Society
Year
1986
Tongue
English
Weight
299 KB
Volume
51
Category
Article
ISSN
0022-3263

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Indium-mediated highly regioselective re
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โœ Byung-Woo Yoo; Sung-Jae Lee; Kwang-Hyun Choi; Sam-Rok Keum; Jae-Jung Ko; Kyung-I ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 52 KB

Indium-mediated reaction of acyl cyanides 1 with prop-2-ynyl bromides 2 in aqueous media occurs regioselectively to afford either allenic 3 or propargylic ketones 4 depending on the g-substituent of the prop-2-ynyl bromide under the mild conditions.