Specific side-chain cleavage of tryptophan, tryptophanyl derivatives, and tryptophanyl dipeptides using hypervalent iodine

RM Moriarty, M Sultana

Index: Moriarty, Robert M.; Sultana, Mumtaz Journal of the American Chemical Society, 1985 , vol. 107, # 15 p. 4559 - 4561

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Citation Number: 16

Abstract

CHzCIz/Et20 in 83% yield. Anal. Calcd for C7,H,,0,BC1F,P,Pt2: C, 54.06, H, 3.73, P, 7.64. Found: C, 53.84; H, 4.00; P, 7.80, mp 180 "C dec. The 31P('H) NMR spectrum of 3 at 298 K has two singlet resonances (with 195Pt satellites) at 6 16.22 'J(PtP) = 1918 Hz and 6 4.85 IJ(PtP) = 1358 Hz. Cooling the sample to 258 K leads to collapse of the higher field singlet (Figure 1) and further cooling to 2 18 K leads to reappearance of the resonance as a doublet 6 ...