Stereoselective Allyl Coupling Reactions

立体选择性烯丙基偶联反应

• 批准号: 8985680
• 负责人: JAMES Patrick MORKEN
• 金额: $ 29.74万
• 依托单位: BOSTON COLLEGE
• 依托单位国家: 美国
• 财政年份: 2002
• 资助国家: 美国
• 起止时间: 2002-07-01 至 2017-08-31
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/8985680
• 关键词: Amination; Chemicals; Coupling; Development; Drug Targeting; Health; Healthcare; Hydrocarbons; Marketing; Methods; Molecular; Pathway interactions; Pharmaceutical Preparations; Phase; Physiological; Process; Reaction; Reagent; Research; Route; Scheme; Structure; System; Therapeutic; Therapeutic Agents; Time; Transition Elements; chemical reaction; enantiomer; enolate; improved; information gathering; novel; novel therapeutics; oxidation; programs; propadiene

DESCRIPTION (provided by applicant): New methods for catalytic enantioselective construction of C-C bonds are fundamentally significant. In the right context, such methods can prove to be lynchpin reactions for total synthesis and they can offer new and more efficient routes to useful therapeutic agents. Along these lines, single enantiomer chiral compounds are vitally important as new materials and as medicinally relevant therapies. Indeed, one recent review article established that as of 2003, fully 50% of new drugs brought to market are single enantiomer chiral entities. Further, it was estimated that 500-1000 single enantiomer compounds are in the global drug pipeline at any one time. Clearly, our ability to prepare such chiral therapeutic agents can be enhanced substantially by the introduction of catalytic enantioselective chemical transformations that result in fundamentally new synthetic disconnections. The proposed research will extend our fruitful studies on catalytic conjugate allylation reactions to a much broader range of enantioselective cross-coupling reactions.

描述（由申请人提供）：催化对映选择性构建C-C键的新方法具有根本意义。在适当的情况下，这些方法可以被证明是全合成的关键反应，它们可以为有用的治疗药物提供新的和更有效的途径。沿着这些路线，单一对映体手性化合物作为新材料和作为医学相关疗法是至关重要的。事实上，最近的一篇综述文章确定，截至2003年，进入市场的新药中有整整50%是单一对映体手性实体。此外，据估计，在任何一个时间，全球药物管道中有500-1000种单一对映异构体化合物。显然，我们制备这种手性治疗剂的能力可以通过引入催化的对映选择性化学转化而大大增强，所述催化的对映选择性化学转化导致从根本上新的合成断开。该研究将使我们在催化共轭烯丙基化反应方面的研究成果扩展到更广泛的对映选择性交叉偶联反应。

项目成果

Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates.

• DOI: 10.1021/jacs.6b03384
• 发表时间: 2016-06-29
• 期刊: Journal of the American Chemical Society
• 影响因子: 15
• 作者: Eno MS;Lu A;Morken JP
• 通讯作者: Morken JP

Diastereoselective Ni-catalyzed 1,4-hydroboration of chiral dienols.

• DOI: 10.1016/j.tetlet.2015.01.123
• 发表时间: 2015-06-03
• 期刊: Tetrahedron letters
• 影响因子: 1.8
• 作者: Ely RJ;Yu Z;Morken JP
• 通讯作者: Morken JP

Catalytic stereospecific allyl-allyl cross-coupling of internal allyl electrophiles with AllylB(pin).

• DOI: 10.1021/ol500456s
• 发表时间: 2014-04-18
• 期刊: ORGANIC LETTERS
• 影响因子: 5.2
• 作者: Le, Hai;Batten, Amanda;Morken, James P.
• 通讯作者: Morken, James P.

Pd-catalyzed enantioselective allyl-allyl cross-coupling.

• DOI: 10.1021/ja105161f
• 发表时间: 2010-08-11
• 期刊: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
• 影响因子: 15
• 作者: Zhang, Ping;Brozek, Laura A.;Morken, James P.
• 通讯作者: Morken, James P.

Modular, Catalytic Enantioselective Construction of Quaternary Carbon Stereocenters by Sequential Cross-Coupling Reactions.

• DOI: 10.1021/acs.orglett.6b01580
• 发表时间: 2016-07-01
• 期刊: Organic letters
• 影响因子: 5.2
• 作者: Potter B;Edelstein EK;Morken JP
• 通讯作者: Morken JP