Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Catalytic diastereoselective petasis reactions.

Literature DB >> 21751322

Catalytic diastereoselective petasis reactions.

Giovanni Muncipinto¹, Philip N Moquist, Stuart L Schreiber, Scott E Schaus.

Abstract

Multicomponent Petasis reactions: the first diastereoselective Petasis reaction catalyzed by chiral biphenols that enables the synthesis of syn and anti β-amino alcohols in pure form has been developed. The reaction exploits a multicomponent approach that involves boronates, α-hydroxy aldehydes, and amines.

Entities: Chemical Disease Gene Species

Mesh：

Substances：

Year: 2011 PMID： 21751322 PMCID： PMC4673970 DOI： 10.1002/anie.201103271

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

26 in total

1. Asymmetric Ni(II)/Cr(II)-mediated coupling reaction: catalytic process.

Authors: Hyeong-Wook Choi; Katsumasa Nakajima; Damtew Demeke; Fu-An Kang; Hyuk-Sang Jun; Zhao-Kui Wan; Yoshito Kishi
Journal: Org Lett Date: 2002-12-12 Impact factor: 6.005

2. Asymmetric Ni(II)/Cr(II)-mediated coupling reaction: stoichiometric process.

Authors: Zhao-Kui Wan; Hyeong-Wook Choi; Fu-An Kang; Katsumasa Nakajima; Damtew Demeke; Yoshito Kishi
Journal: Org Lett Date: 2002-12-12 Impact factor: 6.005

3. New catalytic cycle for couplings of aldehydes with organochromium reagents.

Authors: Kosuke Namba; Yoshito Kishi
Journal: Org Lett Date: 2004-12-23 Impact factor: 6.005

4. Total synthesis of uniflorine A, casuarine, australine, 3-epi-australine, and 3,7-di-epi-australine from a common precursor.

Authors: Thunwadee Ritthiwigrom; Anthony C Willis; Stephen G Pyne
Journal: J Org Chem Date: 2010-02-05 Impact factor: 4.354

5. Asymmetric conjugate alkenylation of enones catalyzed by chiral diols.

Authors: T Robert Wu; J Michael Chong
Journal: J Am Chem Soc Date: 2007-04-03 Impact factor: 15.419

6. An aldol-based build/couple/pair strategy for the synthesis of medium- and large-sized rings: discovery of macrocyclic histone deacetylase inhibitors.

Authors: Lisa A Marcaurelle; Eamon Comer; Sivaraman Dandapani; Jeremy R Duvall; Baudouin Gerard; Sarathy Kesavan; Maurice D Lee; Haibo Liu; Jason T Lowe; Jean-Charles Marie; Carol A Mulrooney; Bhaumik A Pandya; Ann Rowley; Troy D Ryba; Byung-Chul Suh; Jingqiang Wei; Damian W Young; Lakshmi B Akella; Nathan T Ross; Yan-Ling Zhang; Daniel M Fass; Surya A Reis; Wen-Ning Zhao; Stephen J Haggarty; Michelle Palmer; Michael A Foley
Journal: J Am Chem Soc Date: 2010-11-10 Impact factor: 15.419

7. Total synthesis of a 28-member stereoisomer library of murisolins.

Authors: Dennis P Curran; Qisheng Zhang; Cyrille Richard; Hejun Lu; Venugopal Gudipati; Craig S Wilcox
Journal: J Am Chem Soc Date: 2006-07-26 Impact factor: 15.419

8. Synthesis of hyacinthacine B3 and purported hyacinthacine B7.

Authors: Christopher W G Au; Robert J Nash; Stephen G Pyne
Journal: Chem Commun (Camb) Date: 2009-12-01 Impact factor: 6.222

9. Expanding stereochemical and skeletal diversity using petasis reactions and 1,3-dipolar cycloadditions.

Authors: Giovanni Muncipinto; Taner Kaya; J Anthony Wilson; Naoya Kumagai; Paul A Clemons; Stuart L Schreiber
Journal: Org Lett Date: 2010-10-26 Impact factor: 6.005

10. Synthesis of (+)-uniflorine a: a structural reassignment and a configurational assignment.

Authors: Thunwadee Ritthiwigrom; Stephen G Pyne
Journal: Org Lett Date: 2008-06-03 Impact factor: 6.005

8 in total

1. Enantioselective copper-catalyzed alkynylation of benzopyranyl oxocarbenium ions.

Authors: Harathi D Srinivas; Prantik Maity; Glenn P A Yap; Mary P Watson
Journal: J Org Chem Date: 2015-04-07 Impact factor: 4.354

2. Functionalized Spiroindolines with Anticancer Activity through a Metal-Free Post-Ugi Diastereoselective One-Pot Cascade Reaction.

Authors: Zhi-Gang Xu; Shi-Qiang Li; Jiang-Ping Meng; Dian-Yong Tang; Liu-Jun He; Jie Lei; Hui-Kuan Lin; Hong-Yu Li; Zhong-Zhu Chen
Journal: Chemistry Date: 2018-04-20 Impact factor: 5.236

Catalytic diastereoselective petasis reactions.

1. Asymmetric Ni(II)/Cr(II)-mediated coupling reaction: catalytic process.

2. Asymmetric Ni(II)/Cr(II)-mediated coupling reaction: stoichiometric process.

3. New catalytic cycle for couplings of aldehydes with organochromium reagents.

4. Total synthesis of uniflorine A, casuarine, australine, 3-epi-australine, and 3,7-di-epi-australine from a common precursor.

5. Asymmetric conjugate alkenylation of enones catalyzed by chiral diols.

6. An aldol-based build/couple/pair strategy for the synthesis of medium- and large-sized rings: discovery of macrocyclic histone deacetylase inhibitors.

7. Total synthesis of a 28-member stereoisomer library of murisolins.

8. Synthesis of hyacinthacine B3 and purported hyacinthacine B7.

9. Expanding stereochemical and skeletal diversity using petasis reactions and 1,3-dipolar cycloadditions.

10. Synthesis of (+)-uniflorine a: a structural reassignment and a configurational assignment.

1. Enantioselective copper-catalyzed alkynylation of benzopyranyl oxocarbenium ions.

2. Functionalized Spiroindolines with Anticancer Activity through a Metal-Free Post-Ugi Diastereoselective One-Pot Cascade Reaction.

3. Enantioselective Synthesis of Allenes by Catalytic Traceless Petasis Reactions.

4. Asymmetric Traceless Petasis Borono-Mannich Reactions of Enals: Reductive Transposition of Allylic Diazenes.

5. Reactivity and Synthetic Applications of Multicomponent Petasis Reactions.

Review 6. Metal-free multicomponent approach for the synthesis of propargylamine: a review.

7. Borylation of α,β-Unsaturated Acceptors by Chitosan Composite Film Supported Copper Nanoparticles.

Review 8. Petasis vs. Strecker Amino Acid Synthesis: Convergence, Divergence and Opportunities in Organic Synthesis.