• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

联萘酚 - 铝催化的不对称环化及放大反应：光学活性薄荷醇类似物的制备

BINOL-Al catalysed asymmetric cyclization and amplification: preparation of optically active menthol analogs.

作者信息

Itoh Hisanori, Maeda Hironori, Yamada Shinya, Hori Yoji, Mino Takashi, Sakamoto Masami

机构信息

Takasago International Corporation, 4-11, Nishi-Yawata 1-Chome, Hiratsuka City, Kanagawa 254-0073, Japan.

出版信息

Org Biomol Chem. 2015 May 28;13(20):5817-25. doi: 10.1039/c5ob00433k. Epub 2015 Apr 27.

DOI:10.1039/c5ob00433k
PMID:25913595
Abstract

We report a highly selective asymmetric ring-closing ene reaction catalysed by aluminum complexes with chiral BINOL. This reaction yields optically active 6-membered cyclized alcohols from unsaturated aldehydes, with good diastereo- and enantioselectivities. Asymmetric amplification of this reaction was investigated by varying the ee of the BINOL employed in the catalyst.

摘要

我们报道了一种由带有手性联萘酚的铝配合物催化的高度选择性不对称闭环烯反应。该反应从不饱和醛生成具有光学活性的六元环化醇，具有良好的非对映选择性和对映选择性。通过改变催化剂中使用的联萘酚的对映体过量值来研究该反应的不对称放大效应。

相似文献

1
BINOL-Al catalysed asymmetric cyclization and amplification: preparation of optically active menthol analogs.联萘酚 - 铝催化的不对称环化及放大反应：光学活性薄荷醇类似物的制备
Org Biomol Chem. 2015 May 28;13(20):5817-25. doi: 10.1039/c5ob00433k. Epub 2015 Apr 27.
2
Enantioselective BINOL-phosphoric acid catalyzed Pictet-Spengler reactions of N-benzyltryptamine.对映选择性联萘酚磷酸催化的N-苄基色胺的Pictet-Spengler反应。
J Org Chem. 2008 Aug 15;73(16):6405-8. doi: 10.1021/jo8010478. Epub 2008 Jul 11.
3
Organocatalytic asymmetric Friedel-Crafts alkylation/cyclization cascade reaction of 1-naphthols and alpha,beta-unsaturated aldehydes: an enantioselective synthesis of chromanes and dihydrobenzopyranes.1-萘酚与α,β-不饱和醛的有机催化不对称傅克烷基化/环化串联反应：色满和二氢苯并吡喃的对映选择性合成
J Org Chem. 2009 Sep 4;74(17):6881-4. doi: 10.1021/jo901409d.
4
3-substituted BINOL Schiff bases and their reductive products for catalytic asymmetric addition of diethylzinc to aldehydes.3-取代的联萘酚席夫碱及其还原产物用于催化二乙基锌对醛的不对称加成反应。
Chirality. 2008 Jul;20(7):828-32. doi: 10.1002/chir.20559.
5
Facile, mild, and highly enantioselective alkynylzinc addition to aromatic aldehydes by BINOL/N-methylimidazole dual catalysis.通过联萘酚/ N -甲基咪唑双催化实现芳醛的简便、温和且高度对映选择性的炔基锌加成反应。
J Org Chem. 2007 Jul 6;72(14):5457-60. doi: 10.1021/jo0707535. Epub 2007 Jun 8.
6
Room temperature and highly enantioselective additions of alkyltitanium reagents to aldehydes catalyzed by a titanium catalyst of (R)-H8-binol.室温下由(R)-H8-联萘酚钛催化剂催化的烷基钛试剂对醛的高度对映选择性加成反应
Chirality. 2011 Nov;23(10):929-39. doi: 10.1002/chir.21018. Epub 2011 Sep 26.
7
Highly enantioselective arylation of aldehydes and ketones using AlArEt(2)(THF) as aryl sources.使用AlArEt(2)(THF)作为芳基源对醛和酮进行高度对映选择性芳基化反应。
J Org Chem. 2009 May 1;74(9):3500-5. doi: 10.1021/jo900348p.
8
Divergent synthesis of chiral heterocycles via sequencing of enantioselective three-component reactions and one-pot subsequent cyclization reactions.通过对映选择性三组分反应的序列和一锅后续环化反应实现手性杂环的发散合成。
Chem Commun (Camb). 2015 Jul 7;51(53):10612-5. doi: 10.1039/c5cc01979f. Epub 2015 Apr 13.
9
On-step synthesis of a bifunctional BINOL ligand for the highly enantioselective cyanation of aliphatic aldehydes.一步合成用于脂肪醛高度对映选择性氰化反应的双功能联萘酚配体。
Org Lett. 2005 Jun 9;7(12):2381-3. doi: 10.1021/ol050660e.
10
Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL.手性叔丁基 2-呋喃醇：生物活性化合物的多样化关键中间体。通过 (S)-联萘酚钛催化剂催化 (2-呋喃基)铝加成到酮上实现其对映选择性合成。
Chem Commun (Camb). 2008 May 28(20):2343-5. doi: 10.1039/b802441c. Epub 2008 Apr 17.

引用本文的文献

1
Catalytic Asymmetric Amino Acid and Its Derivatives by Chiral Aldehyde Catalysis.手性醛催化的催化不对称氨基酸及其衍生物
Front Chem. 2021 Jun 23;9:687817. doi: 10.3389/fchem.2021.687817. eCollection 2021.