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Kinetic resolution of epoxides by chiral organoaluminum catalyst short synthesis of (-)-C16 juvenile hormone by Yuji Naruse; Toru Esaki; Hisashi Yamamoto is a Chemistry article available to read on EtoBox.

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amined a variety of chiral Lewis acid catalyst, I.e. R\*3Al, R\*2AlCl, R\*BX2, and so on, without any significant success. However, we have observed substantial increase of Inductlon of these reaction when then catalysts were pretreated with base. For example, the reagent produced by addltlon of I-menthoxyalumlnum dichloride 24 and s-butylllrhtum in dichlolwaethane transforms cyclohexene oxide 3 into chlorohydrfn 4 in 44% yield, and the resulttng chlorohydrin 4 was found to be 34% e.e.5 by hplc analysis of Its MTPA ester.6 Some of the nsults are shown below (Table I).

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Author

Yuji Naruse; Toru Esaki; Hisashi Yamamoto

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

1988

Language

EN

Field

Chemistry (Physical Sciences)