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. Author manuscript; available in PMC: 2019 Apr 20.
Published in final edited form as: J Org Chem. 2018 Apr 5;83(8):4491–4504. doi: 10.1021/acs.joc.8b00207

Table 3.

Variation of 3-amido Protecting Group.a

graphic file with name nihms965693u3.jpg
entry substrate catalyst ⊢e.r.c⊣ d.r.d (trans:cis) conv.b (%)
trans-7 cis-7
1 4a graphic file with name nihms965693t1.jpg 9 - - 61:39 52
2 P32 76:24 91:9 38:62 65
3 4b graphic file with name nihms965693t2.jpg 9 - - 62:38 65
4 P32 68:32 82:18 51:49 52
5 4c graphic file with name nihms965693t3.jpg 9 - - 56:44 38
6 P32 61:39 86:14 35:65 59
7 4d graphic file with name nihms965693t4.jpg 9 - - 68:32e 73
8 P32 72:28 89:11 49:51e 40
a

Reported results are the average of at minimum two trials,

b

Conversion to product (conv.) was determined by UPLC/MS.

c

Enantiomeric ratios (e.r.) were determined by HPLC.

d

Diastereomeric ratio (dr) was determined by UPLC/MS.

e

Dr was determined by HPLC.