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通过锆催化混合炔基锌试剂与芳基亚胺加成实现炔丙胺的对映选择性合成。

Enantioselective synthesis of propargylamines through Zr-catalyzed addition of mixed alkynylzinc reagents to arylimines.

作者信息

Traverse John F, Hoveyda Amir H, Snapper Marc L

机构信息

Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, USA.

出版信息

Org Lett. 2003 Sep 4;5(18):3273-5. doi: 10.1021/ol035138b.

DOI:10.1021/ol035138b
PMID:12943405
Abstract

[reaction: see text] Addition of mixed alkynylzinc reagents to various arylimines is catalyzed by chiral amino acid-based ligand 1 and Zr(Oi-Pr)(4).HOi-Pr to afford chiral propargylamines in up to 90% ee. Oxidative removal of the o-anisidyl group affords the free amine, which can then be acylated.

摘要

[反应：见正文] 手性氨基酸基配体1和Zr(Oi-Pr)₄·HOi-Pr催化混合炔基锌试剂与各种芳基亚胺加成，得到对映体过量高达90%的手性炔丙胺。邻甲氧基苄基的氧化去除得到游离胺，然后可将其酰化。

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