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. Author manuscript; available in PMC: 2008 Dec 5.
Published in final edited form as: J Org Chem. 2007 Feb 2;72(3):756–759. doi: 10.1021/jo061339s

Table 2.

Results of reaction between β-lactams 5a–e, 6 and 7-O-triethylsilylbaccatin III (7, Scheme 3) for the formation of 8 (entries 1–3) and 9 (entries 4–6).

Entry R1 R2 Yield (%)a Isomeric ratiob
1 TIPS Ph 80 32 : 1
2c TBS Ph 81 41 : 1
3 TES Ph 84 10 : 1
4 TIPS tert-butyl 76 57 : 1
5 TBS tert-butyl 84 82 : 1
6 TES tert-butyl 78 40 : 1
a

Yields of 8 (entries 1–3), and of 9 (entries 4–6) for two steps; ;

b

The isomeric ratio (2′R,3′S) : (2′S,3′R) was determined by HPLC;

c

Same as entry 1, Table 1.