Literature DB >> 35967986

Chiral Allenylcarbonyls - Underexploited Building Blocks for Complex Synthesis.

Krishna Yadavalli1, Salvatore D Lepore1.   

Abstract

Chiral allenylcarbonyls such as allenoates remain underutilized in complex synthesis despite recent advances in synthesis methods to prepare them non-racemically. The field is now ripe for the employment of this class of allenes as building blocks to facilitate the construction of complex small-molecule compounds, such as bridged bicycles.

Entities:  

Keywords:  Chiral allenylcarbonyls; complex synthesis; cycloaddition; cyclobutene; diels-alder reaction; zinc

Year:  2022        PMID: 35967986      PMCID: PMC9365116          DOI: 10.2174/1570178619666211231113033

Source DB:  PubMed          Journal:  Lett Org Chem        ISSN: 1570-1786            Impact factor:   0.797


  34 in total

1.  Tandem Diels-Alder/fragmentation approach to the synthesis of eleutherobin.

Authors:  Jeffrey D Winkler; Kevin J Quinn; Colin H MacKinnon; Steven D Hiscock; Emily C McLaughlin
Journal:  Org Lett       Date:  2003-05-15       Impact factor: 6.005

2.  Organo-manganese η2-auxiliary directed reactions: a diastereoselective approach to 2,3-allenols.

Authors:  Animesh Roy; Bilal A Bhat; Salvatore D Lepore
Journal:  Org Lett       Date:  2015-02-09       Impact factor: 6.005

3.  Asymmetric Protonation of Cumulenolates: Synthesis of Allenyl Aldehydes Facilitated by an Organomanganese Auxiliary.

Authors:  Animesh Roy; Bilal A Bhat; Salvatore D Lepore
Journal:  Org Lett       Date:  2016-02-29       Impact factor: 6.005

4.  Total synthesis of (+/-)-garsubellin A.

Authors:  Akiyoshi Kuramochi; Hiroyuki Usuda; Kenzo Yamatsugu; Motomu Kanai; Masakatsu Shibasaki
Journal:  J Am Chem Soc       Date:  2005-10-19       Impact factor: 15.419

5.  Rhodium-Catalyzed Pauson-Khand-Type Cyclization of 1,5-Allene-Alkynes: A Chirality Transfer Strategy for Optically Active Bicyclic Ketones.

Authors:  Yulin Han; Yichuan Zhao; Shengming Ma
Journal:  Chemistry       Date:  2019-06-17       Impact factor: 5.236

6.  Construction of bicyclo[3.2.1]octanes with four stereogenic centers by organocatalytic domino Michael/Aldol reaction.

Authors:  A Lefranc; L Gremaud; A Alexakis
Journal:  Org Lett       Date:  2014-10-02       Impact factor: 6.005

7.  Studies on the manganese-mediated isomerization of alkynyl carbonyls to allenyl carbonyls.

Authors:  Salvatore D Lepore; Anita Khoram; Deborah C Bromfield; Pamela Cohn; Vinod Jairaj; Maximilian A Silvestri
Journal:  J Org Chem       Date:  2005-09-02       Impact factor: 4.354

8.  Catalyst-controlled cascade synthesis of bridged bicyclic tetrahydrobenz[b]azepine-4-ones.

Authors:  Michelle A Kroc; Maciej Markiewicz; Wiktoria H Pace; Donald J Wink; Laura L Anderson
Journal:  Chem Commun (Camb)       Date:  2019-02-19       Impact factor: 6.222

9.  Phase-transfer-catalysed asymmetric synthesis of tetrasubstituted allenes.

Authors:  Takuya Hashimoto; Kazuki Sakata; Fumiko Tamakuni; Mark J Dutton; Keiji Maruoka
Journal:  Nat Chem       Date:  2013-02-10       Impact factor: 24.427

10.  Enantioselective synthesis of chiral allenoates by guanidine-catalyzed isomerization of 3-alkynoates.

Authors:  Hongjun Liu; Dasheng Leow; Kuo-Wei Huang; Choon-Hong Tan
Journal:  J Am Chem Soc       Date:  2009-06-03       Impact factor: 15.419

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