Skip to main content
. Author manuscript; available in PMC: 2014 Jun 24.
Published in final edited form as: Tetrahedron. 2013 Apr 15;69(25):5205–5220. doi: 10.1016/j.tet.2013.04.041

Table 3.

Incorporation of exogenous trapping nucleophiles.

graphic file with name nihms470242u18.jpg
Entry Nucleophile (equiv) R Product Yield (%)a
1 Bu4NOAc (1.5) Ac 61, 61′ 74b
2 EtOH (56) Et 62, 62′ 56c
3 H2O (125) H 63, 63′ 41b
4 -- CH(CF3)2 64, 64′ 33c
5 CsOH•H2O (1.5) H 63, 63′ 45b,d
a

Isolated as a 1:1 mixture of diastereomers in all cases.

b

NBS used.

c

Br(coll)2ClO4 used.

d

19% of 64, 64′ also isolated.