Tetrahedron Letters p. 181 - 184 (1981)
Update date:2022-08-05
Topics:
Kemp, D. S.
Leung, See-Lap
Kerkman, Daniel J.
Unsymmetrical disulfides formed from L-cysteine esters and o-Cbz-L-alaninyloxybenzenethiol 9, 2-Cbz-L-alaninyloxy-5-chlorophenylmethylenethiol 8, 4-acetoxyxanthenylmethylenethiol 10, and 1,5-diacetoxy-2-methyl-3-methoxy-4-thioxanthone 11 are observed to undergo intramolecular O,N-acyl transfer in yields up to 60percent, with accompanying disulfide interchange.The significance of these results for a general amide forming strategy of prior cysteine capture are discussed.
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Doi:10.1021/ja01463a030
(1961)Doi:10.1021/jo00331a004
(1981)Doi:10.1016/0040-4039(81)80176-1
(1981)Doi:10.1021/ja00397a044
(1981)Doi:10.1007/s00044-013-0616-2
(2014)Doi:10.1021/ja01483a027
(1961)