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. 2023 May 16;25(20):3649–3653. doi: 10.1021/acs.orglett.3c01018

Table 2. Reaction Conditions Screen for Method 2a.

graphic file with name ol3c01018_0006.jpg

entry Ca(OCl)2 [equiv] time [min] isolated yield [%]c 2a [%]b 3 [%]b
1 2.0 15 n.d. 86 10
2 0.55 27 n.d. 89 3
3 0.55 37 92 95 5
4 0.55 47 n.d. 86 13
5 0.55 80 n.d. 83 16
6d,e 0.55 42 89 n.d. n.d.
a

Reaction conditions: 1 mmol (1a), H2O: 18 mL/mmol. n.d. = not determined.

b

Determined by 1H NMR spectroscopy.

c

Yield of isolated product upon washing with toluene.

d

Multigram scale (10 g).

e

Ca(OCl)2 was diluted and added dropwise over 15 min.