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Privileged chiral catalysts in asymmetric Morita-Baylis-Hillman/ aza-Morita-Baylis-Hillman reaction

ISSN号：0567-7351
期刊名称：《化学学报》
时间：0
分类：O621.34[理学—有机化学;理学—化学] TE624.9[石油与天然气工程—油气加工工程]
作者机构：[1]State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
相关基金：This work was supported by Shanghai Municipal Committee of Science and Technology （06XD14005 and 08dj1400100-2）, National Basic Research Program of China （2009CB825300）, and the National Natural Science Foundation of China （20872162, 20672127, 20821002 and 20732008）.

作者： WEI Yin SHI Min[1]

关键词：手性催化剂, 选择性反应, 不对称, 氮杂, 特权, 对映选择性, 有机催化剂, 有机合成, Morita-Baylis-Hfllman/aza-Morita-Baylis-Hillman reaction, privileged chiral catalysts, organocatalysts, chiral amines, chiral phosphines

中文摘要：

在过去的十年，因为它导致形成，不对称的 Morita-Baylis-Hillman (MBH )/aza-Morita-Baylis-Hillman (aza-MBH ) 反应吸引了大注意浓密地 functionalized 产品在一催化并且原子经济方法。MBH/aza-MBH 使内收能进一步被使用在许多器官的合成，例如肽合成和杂环的混合物合成。在很多尝试到以后改进 enantioselectivity， chiral organocatalysts 的许多类型是被识别了高度在 MBH/aza-MBH 反应的 enantioselective organocatalysts。特别，某些给予优惠的 chiral 催化剂是高度，在 MBH/aza-MBH 反应的 enantioselective，它通过介绍 bi-/multi-functional 被设计并且发展在象辛可宁碱那样的所谓的给予优惠的结构上组织， BINAP/BINOL。这评论关于催化剂在不对称的 MBH/aza-MBH 反应从给予优惠的结构和他们的应用程序导出的 chiral 的设计和发展总结令人激动的进展。

英文摘要：

In the past decade, the asymmetric Morita-Baylis-Hillman （MBH）/aza-Morita-Baylis-Hillman （aza-MBH） reaction has attracted great attention because it leads to the formation of densely functionalized products in a catalytic and atom-economic way. The MBH/aza-MBH adducts can be further applied in a wide variety of organic synthesis, such as peptide synthesis and heterocyclic compounds synthesis. After a lot of attempts to improve the enantioselectivity, many types of chiral organocatalysts have been identified as highly enantioselective organocatalysts in MBH/aza-MBH reaction. Especially, certain ＂privileged chiral catalysts＂ are highly enantioselective in MBH/aza-MBH reaction, which are designed and developed through introducing hi-/multi-functional groups on the so-called ＂privileged structures＂ such as cinchona alkaloids, BINAP/BINOL. This review summarizes the exciting advances about the design and development of chiral catalysts derived from ＂privileged structures＂ and their applications in asymmetric MBH/aza-MBH reaction.