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Synthesis of optically active aldol derivatives through chirality transfer type 1,2-Wittig rearrangement of α-alkoxycarboxamides

✍ Scribed by Osamu Kitagawa; Shu-ichi Momose; Yoichiro Yamada; Motoo Shiro; Takeo Taguchi

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
68 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Treatment of chiral a-benzyloxyor a-propargyloxycarboxamide with tert-BuLi gave b-hydroxycarboxamides (aldol derivatives) in high optical purity through the formation of a-lithiated ethers and the subsquent 1,2-Wittig rearrangement.

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