. Author manuscript; available in PMC: 2019 Jan 4.

Published in final edited form as: Org Lett. 2017 Mar 27;19(7):1726–1729. doi: 10.1021/acs.orglett.7b00496

Table 1.

¹³C NMR Chemical Shift Data for Isolated and Synthetic Macrophilone A and DFT-Calculated Chemical Shifts

position	natural product				synthetic		calculated
	DMSO-d₆		CD₃OD		CD₃OD		CD₃OD	gas phase
	¹H	¹³C	¹H	¹³C	¹H	¹³C	¹³C	¹³C
2	7.21	125.5	7.29	128.2	7.29	128.4	124.9	121.8
3		126.2		123.0		122.5	128.5	132.1
3a		126.9		127.2		127.2	129.3	130.2
4		160.8		163.7		163.8	162.3	161.6
5		101.0		95.7		95.2	102.6	103.5
6		147.8		156.4		156.9	148.3	147.6
7		170.0		169.6		169.5	169.5	169.0
7a		128.1		130.4		130.5	127.1	127.2
8	4.52	56.1	4.74	57.1	4.74	57.1	55.6	56.6
9	2.08	16.7	2.21	17.1	2.21	17.1	18.7	19.1