Mixed La-Li heterobimetallic complexes for tertiary nitroaldol resolution

Shin Ya Tosaki; Keiichi Hara; Vijay Gnanadesikan; Hiroyuki Morimoto; Shinji Harada; Mari Sugita; Noriyuki Yamagiwa; Shigeki Matsunaga; Masakatsu Shibasaki

doi:10.1021/ja064858l

Mixed La-Li heterobimetallic complexes for tertiary nitroaldol resolution

Shin Ya Tosaki, Keiichi Hara, Vijay Gnanadesikan, Hiroyuki Morimoto, Shinji Harada, Mari Sugita, Noriyuki Yamagiwa, Shigeki Matsunaga, Masakatsu Shibasaki

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

109 被引用数 (Scopus)

抄録

A kinetic resolution of tertiary nitroaldols derived from simple ketones is described. Mixed BINOL/biphenol La-Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. By using a mixture of La-Li₃-(1a)₃ complex (LLB 2a) and La-Li₃-(1b)₃ (LLB* 2b) complex in a ratio of 2/1, chiral tertiary nitroaldols were obtained in 80-97% ee and 30-47% recovery yield.

本文言語	英語
ページ（範囲）	11776-11777
ページ数	2
ジャーナル	Journal of the American Chemical Society
巻	128
号	36
DOI	https://doi.org/10.1021/ja064858l
出版ステータス	出版済み - 9月 13 2006
外部発表	はい

!!!All Science Journal Classification (ASJC) codes

触媒
化学 (全般)
生化学
コロイド化学および表面化学

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10.1021/ja064858l

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title = "Mixed La-Li heterobimetallic complexes for tertiary nitroaldol resolution",

abstract = "A kinetic resolution of tertiary nitroaldols derived from simple ketones is described. Mixed BINOL/biphenol La-Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. By using a mixture of La-Li3-(1a)3 complex (LLB 2a) and La-Li3-(1b)3 (LLB* 2b) complex in a ratio of 2/1, chiral tertiary nitroaldols were obtained in 80-97% ee and 30-47% recovery yield.",

author = "Tosaki, {Shin Ya} and Keiichi Hara and Vijay Gnanadesikan and Hiroyuki Morimoto and Shinji Harada and Mari Sugita and Noriyuki Yamagiwa and Shigeki Matsunaga and Masakatsu Shibasaki",

year = "2006",

month = sep,

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doi = "10.1021/ja064858l",

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T1 - Mixed La-Li heterobimetallic complexes for tertiary nitroaldol resolution

AU - Tosaki, Shin Ya

AU - Hara, Keiichi

AU - Gnanadesikan, Vijay

AU - Morimoto, Hiroyuki

AU - Harada, Shinji

AU - Sugita, Mari

AU - Yamagiwa, Noriyuki

AU - Matsunaga, Shigeki

AU - Shibasaki, Masakatsu

PY - 2006/9/13

Y1 - 2006/9/13

N2 - A kinetic resolution of tertiary nitroaldols derived from simple ketones is described. Mixed BINOL/biphenol La-Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. By using a mixture of La-Li3-(1a)3 complex (LLB 2a) and La-Li3-(1b)3 (LLB* 2b) complex in a ratio of 2/1, chiral tertiary nitroaldols were obtained in 80-97% ee and 30-47% recovery yield.

AB - A kinetic resolution of tertiary nitroaldols derived from simple ketones is described. Mixed BINOL/biphenol La-Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. By using a mixture of La-Li3-(1a)3 complex (LLB 2a) and La-Li3-(1b)3 (LLB* 2b) complex in a ratio of 2/1, chiral tertiary nitroaldols were obtained in 80-97% ee and 30-47% recovery yield.

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U2 - 10.1021/ja064858l

DO - 10.1021/ja064858l

M3 - Article

C2 - 16953615

AN - SCOPUS:33748496246

VL - 128

SP - 11776

EP - 11777

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 36

ER -

Mixed La-Li heterobimetallic complexes for tertiary nitroaldol resolution

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!!!All Science Journal Classification (ASJC) codes

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