Palladium-catalyzed DYKAT of butadiene monoepoxide: Enantioselective total synthesis of (+)-DMDP, (-)-bulgecinine, and (+)-broussonetine G

Trost BM; Horne DB; Woltering MJ

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Palladium-catalyzed DYKAT of butadiene monoepoxide: Enantioselective total synthesis of (+)-DMDP, (-)-bulgecinine, and (+)-broussonetine G

机译：钯催化丁二烯单环氧化物的DYKAT：（+）-DMDP，（-）-bulgecinine和（+）-布洛涅汀G的对映选择性全合成

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Palladium catalyzed asymmetric allylic alkylation reaction of an amine with two equivalents of butadiene monoxide allows for the expedient synthesis of trans- and cis-2,5-dihydropyrroles. The versatility of these chiral synthons towards the synthesis of a wide variety of iminosugar natural products was demonstrated the with In addition, the first total synthesis of (+)-broussonetine G, a potent glycosidase inhibitor, is described along with the assignment of its relative and absolute stereochemical configuration.

机译：胺与两当量的一氧化丁二烯的钯催化的不对称烯丙基烷基化反应可以方便地合成反式和顺式-2,5-二氢吡咯。并证明了这些手性合成子对多种亚氨基糖天然产物合成的多功能性。此外，还描述了第一个全合成的强力糖苷酶抑制剂（+）-布卢索尼汀G及其相对亲和性。和绝对立体化学构型。

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《Chemistry: A European journal》 |2006年第25期|共14页
作者
Trost BM; Horne DB; Woltering MJ;
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正文语种 eng
中图分类化学;
关键词
asymmetric catalysis; asymmetric synthesis; natural products; palladium; total synthesis; EFFICIENT STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC ALLYLIC ALKYLATION; BETA-LACTAM ANTIBIOTICS; BULGE-INDUCING ACTIVITY; GLYCOSIDASE INHIBITORS; 1; 3-DICARBONYL COMPOUNDS; BACTERIAL METABOLITES; ANALOGS; CARBONATES; KETONES;

机译：不对称催化;不对称合成;天然产物;钯;全合成;高效立体选择性合成;不对称烯丙基烷基化;β-内酰胺抗微生物剂;诱导活性;糖苷酶抑制剂;1;3-二羰基化合物;壳聚糖酮;

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1. Palladium-catalyzed DYKAT of butadiene monoepoxide: Enantioselective total synthesis of (+)-DMDP, (-)-bulgecinine, and (+)-broussonetine G [J] . Trost BM, Horne DB, Woltering MJ Chemistry: A European journal . 2006,第25期

机译：钯催化丁二烯单环氧化物的DYKAT：（+）-DMDP，（-）-bulgecinine和（+）-布洛涅汀G的对映选择性全合成
2. Development of aliphatic alcohols as nucleophiles for palladium-catalyzed DYKAT reactions: Total synthesis of (+)-hippospongic acid A [J] . Trost BM, Machacek MR, Tsui HC Journal of the American Chemical Society . 2005,第19期

机译：脂族醇作为亲核试剂用于钯催化的DYKAT反应的开发：（+）-hipponpongic酸A的全合成
3. Enantioselective Synthesis of α-Quaternary Mannich Adducts by Palladium-Catalyzed Allylic Alkylation: Total Synthesis of (+)-Sibirinine [J] . Yoshitaka Numajiri, Beau P. Pritchett, Koji Chiyoda, Journal of the American Chemical Society . 2015,第3期

机译：钯催化的烯丙基烷基化对映选择性合成α-季曼尼希加合物：（+）-西比力宁的全合成
4. First Enantioselective Total Synthesis of Cotylenin A [C] . Masahiro Uwamori, Ryunosuke Osada, Ryoji Sugiyama 日本化学会春季年会講演予稿集 . 2018

机译：第一次对映选择性总合成胞嘧蛋白A.
5. A. Studies In The Allylic Substitution Chemistry Of Copper Hydride B. Stereoselective Silylcupration Of Conjugated Alkynes In Micellar Media C. Palladium-Catalyzed Synthesis Of 1,3-Butadienes and [3]-[6]Dendralenes D. Synthesis Of Small Molecule Underwater Adhesives Inspired By Mussels. [D] . Linstadt, Roscoe T. H. 2017

机译：A.氢化铜的烯丙基取代化学的研究B.共轭炔烃在胶束介质中的立体选择性甲硅烷基化C.钯催化的1,3-丁二烯和[3]-[6] Dendralenes的合成D.小分子水下胶粘剂的合成受贻贝启发。
6. Formal total syntheses of classic natural product target molecules via palladium-catalyzed enantioselective alkylation [O] . Yiyang Liu, Marc Liniger, Ryan M McFadden, 2014

机译：钯催化的对映选择性烷基化的经典天然产物目标分子的形式全合成
7. Development of Aliphatic Alcohols as Nucleophiles for Palladium-Catalyzed DYKAT Reactions: Total Synthesis of (+)-Hippospongic Acid A [O] . -1

机译：脂族醇作为钯催化剂反应的亲核试剂的发展：（+） - Hippospong酸A的总合成

Palladium-catalyzed DYKAT of butadiene monoepoxide: Enantioselective total synthesis of (+)-DMDP, (-)-bulgecinine, and (+)-broussonetine G

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