Page 99 - Catalysts for Fine Chemical Synthesis Vol 1 - Robert & Poignant
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                       poly(octamethylene  Ee(%)  (%)  87 h  98 h  86 i  80 i  68 i  54 j  51 j  36 j  80 j







                       using  Isolated a  Yield  53  40  51  48  18  45  20  31  20

                       alcohols  Time  6h  12h  7d  6d  6d  5d  21d  1d  14d


                       homoallylic  Temperature  (8C)  ÿ20  ÿ15  ÿ20  ÿ20  ÿ20  ÿ20  ÿ20  ÿ20  ÿ20




                       and
                       trans-allylic  ratio          isolation




                       and  Molar  alkene:Ti:tartrate  10:25:5  10:2:6  10:10:20  10:10:40  10:20:40  10:20:40  10:20:40  10:10:20  10:20:40  in
                       cis-                          improvement
                       of
                       epoxidation  Poly(tartrate)  branching  %  3  6  10  10  10  8  10  3  10  for  scope  higher;  L-(‡)-polytartrate  L-(‡)-polytartrate  L-(‡)-polytartrate  L-(‡)-polytartrate  dialkyltartrate  dialkyltartrate  dialkyltartrate




                       Asymmetric tartrate)/Ti(OiPr) 4 /TBHP.  Epoxide  5a b  5b b  5cc  7b c  7c c  9a d  9b e  9c f  9d g  much typically  using  using  using  using  L-(‡)-polytartrate  using  L-(‡)-polytartrate  using  with  than  lower  with  than  better  with  than  better




                       5.2                           yield  (2S-trans)isomer  (2S-cis)isomer  4R)isomer  4S)isomer  (3R)isomer  (3R)isomer  marginally  marginally  substantially
                       Table  Alkene  4a  4b  4c  6b  6c  8a  8b  8c  8d  GC  a)  b)  c)  (3R,  d)  (3R,  e)  f)  g)  h)  i)  j)
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