Journal of the American Chemical Society

Chemistry of isoprenylated cysteinyl containing peptides.[2, 3]. Sigmatropic rearrangement of S-farnesylcysteinyl sulfoxides. Studies toward a mild method of …

EM Gordon, J Pluscec

Index: Gordon, Eric M.; Pluscec, Jelka Journal of the American Chemical Society, 1992 , vol. 114, # 4 p. 1521 - 1523

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Citation Number: 6

Abstract

UL l4 12 15 1?"(a) Benzene, 80 OC.(b) Benzene, 80 OC, 4 days, excessp-thiocresol.(c) Boc- Cys-Val-OMe, benzens/pyridine lO: l, 80 OC, 24 h (> 50%).(d) Triphenylphosphine, benzene, 80 OC, 24 h (31% 11, 3.5% 12, 1% 13, 54% 14).(e) Trimethyl phosphite, benzene, 80 OC, 24 h (63.5% 17, 5% Boc-S-methyl-Cys-Val-OMe, 28% 14).(f) Bromine (2.4 equiv), pyridine/methylene chloride 2: 1,-78 OC, 24 h.(g) Boc-Cys-Val-OMe, benzene/pyridine, 26 ...

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