Table 7. Cross Metathesis of Allyl-Modified Amino Acids with Allyl Acetate.

			yielda (%)		Z selectivityb (%)
entry	substrate	product	1	2	1	2
1c	9a	12a	40	42	88	90
2d			38	36	90	92
3e			31	31	76	84
4f			30	34	72	83
5c	9b	12b	56	55	90	95
6d			53	51	90	93
7e			48	50	84	87
8f			44	46	79	84
9c	9c	12c	63	66	88	92
10d			64	67	87	93
11e			54	61	67	79
12f			56	61	63	84
13c	9d	12d	62	61	88	90
14d			63	67	86	92
15e			55	60	74	88
16f			58	60	76	82

^aIsolated yields.

^bDetermined by ¹H or ¹³C NMR spectroscopy.

^cReaction conditions: 1 mmol of 9a–d in THF.

^dReaction conditions: 1 mmol of 9a–d in 1:1 H₂O/t-BuOH.

^eReaction conditions: 1 mmol of 9a–d in 1:1 H₂O/t-BuOH + 2 mM LiCl.

^fReaction conditions: 1 mmol of 9a–d in 1:1 H₂O/t-BuOH + 2 mM MgCl₂.