Enantioselective [2,3]-Wittig rearrangement induced by asymmetric lithiation with a t-butyllithium / chiral bis(oxazoline) system

Katsuhiko Tomooka; Nobuyuki Komine; Takeshi Nakai

doi:10.1016/S0040-4039(98)01086-7

Enantioselective [2,3]-Wittig rearrangement induced by asymmetric lithiation with a t-butyllithium / chiral bis(oxazoline) system

Katsuhiko Tomooka, Nobuyuki Komine, Takeshi Nakai

Research output: Contribution to journal › Article › peer-review

47 Citations (Scopus)

Abstract

The [2,3]-Wittig rearrangement of (E)-crotyl propargylic ethers, when induced with a t-BuLi / chiral bis(oxazoline) complex, is shown to provide high enantioselectivity (up to 89% ee) along with high diastereoselectivity.

Original language	English
Pages (from-to)	5513-5516
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	31
DOIs	https://doi.org/10.1016/S0040-4039(98)01086-7
Publication status	Published - Jul 30 1998
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(98)01086-7

Cite this

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title = "Enantioselective [2,3]-Wittig rearrangement induced by asymmetric lithiation with a t-butyllithium / chiral bis(oxazoline) system",

abstract = "The [2,3]-Wittig rearrangement of (E)-crotyl propargylic ethers, when induced with a t-BuLi / chiral bis(oxazoline) complex, is shown to provide high enantioselectivity (up to 89% ee) along with high diastereoselectivity.",

author = "Katsuhiko Tomooka and Nobuyuki Komine and Takeshi Nakai",

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T1 - Enantioselective [2,3]-Wittig rearrangement induced by asymmetric lithiation with a t-butyllithium / chiral bis(oxazoline) system

AU - Tomooka, Katsuhiko

AU - Komine, Nobuyuki

AU - Nakai, Takeshi

PY - 1998/7/30

Y1 - 1998/7/30

N2 - The [2,3]-Wittig rearrangement of (E)-crotyl propargylic ethers, when induced with a t-BuLi / chiral bis(oxazoline) complex, is shown to provide high enantioselectivity (up to 89% ee) along with high diastereoselectivity.

AB - The [2,3]-Wittig rearrangement of (E)-crotyl propargylic ethers, when induced with a t-BuLi / chiral bis(oxazoline) complex, is shown to provide high enantioselectivity (up to 89% ee) along with high diastereoselectivity.

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U2 - 10.1016/S0040-4039(98)01086-7

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IS - 31

ER -

Enantioselective [2,3]-Wittig rearrangement induced by asymmetric lithiation with a t-butyllithium / chiral bis(oxazoline) system

Abstract

All Science Journal Classification (ASJC) codes

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