. 2020 Feb 3;5(5):2378–2396. doi: 10.1021/acsomega.9b03808

Table 4. Combined Yields and Product Ratios for the Synthesized Aldehydes.

entry	R	starting material	rearrangement product (%)^a^,^b	ratio^c 4R-3/4S-3′
1	2S-Me	2S-9 + 9′a	2S-3 + 3′a (97)	1.0:1.3
1	2S-Me	Z:E, 1.0:1.7	2S-3 + 3′a (97)	1.0:1.3
2	2R-Me	2R-9 + 9′b	2R-3 + 3′b (100)	1.9:1.0
2	2R-Me	Z:E, 1.2:1.0	2R-3 + 3′b (100)	1.9:1.0
3	2R-Ph	2R-9 + 9′c	2R-3 + 3′c (100)	1.0:1.3
3	2R-Ph	Z:E, 1.3:1.0	2R-3 + 3′c (100)	1.0:1.3
4	2S-Ph	2S-9 + 9′d	2S-3 + 3′d (100)	2.0:1.0
4	2S-Ph	Z:E, 1.1:1.0	2S-3 + 3′d (100)	2.0:1.0

Reaction conditions: THF/1.6 M HCl (1:1), 45 °C, 2–3 h.

Diastereomeric combined yield.

The ratio was determined by analysis of the crude ¹H NMR spectra.