Efficient 1,8- To 1,12-asymmetric induction in Grignard reactions of ω-keto esters by using BINOL or its 2′-oligoether derivatives as the chiral auxiliary

Yasufunii Taniai, Tetsutaro Hattori, Masaniitsu Date, Hidcki Takayama, Yoshinori Kamikubo, Yuji Minato, Sotaro Miyano

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1 Citation (Scopus)

Abstract

Efficient diastereoselective alkylation of 6- and £-keto acids with Grignard reagents was achieved in up to 97% de by conversion into the : 2′-[3-(2-methoxyethoxy)propoxy]-(1,1′-binaphthyl)-2-ol esters, while the corresponding alkylation of ζ- to θ-keto acids could effectively be carried out in up to 88% de by simply using BINOL as the chiral auxiliary.

Original languageEnglish
Pages (from-to)1141-1142
Number of pages2
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number9
Publication statusPublished - 1999 Dec 1
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)

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