Title of article
Preparation of chiral 4-benzyloxymethyldihydrofuran-2-one using lipase-catalyzed kinetic resolution: synthesis of (−)-Virginiae Butanolide C (VB C)
Author/Authors
Kunihiko Takabe، نويسنده , , Nobuyuki Mase، نويسنده , , Hidetoshi Matsumura، نويسنده , , Takehiro Hasegawa، نويسنده , , Yasuhiro Iida، نويسنده , , Hisashi Kuribayashi، نويسنده , , Kenji Adachi، نويسنده , , Hidemi Yoda، نويسنده , , Masato Ao، نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 2002
Pages
3
From page
2295
To page
2297
Abstract
Lipase-catalyzed kinetic resolution of the N,N-dialkyl-3-benzyloxymethyl-4-hydroxybutanamide 10a,b afforded the acetate 11a,b with (R) configuration, whereas the N-monoalkyl-3-benzyloxymethyl-4-hydroxybutanamide 10c–e gave the acetate 11c–e with (S) configuration. The butanamide 10 smoothly cyclized to give chiral 4-benzyloxymethyldihydrofuran-2-one 9 without racemization, which was effectively transformed into highly stereocontrolled virginiae butanolide C (VB C).
Journal title
Bioorganic & Medicinal Chemistry Letters
Serial Year
2002
Journal title
Bioorganic & Medicinal Chemistry Letters
Record number
792428
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