Literature DB >> 11666962

Synthesis of Carbocycles via Intramolecular Conjugate Additions: Another Solution to the Terpenoid Side Chain Stereochemistry Problem.

Alyx-Caroline Guevel1, David J. Hart.   

Abstract

Intramolecular conjugate additions of keto esters 7-11, mediated by pyrrolidine-acetic acid, provide perhydroindans or bicyclo[6.3.0]undecanes with high levels of diastereoselectivity at the acyclic stereogenic center. Levels of acyclic diastereoselection depend on starting unsaturated ester olefin geometry.

Entities:  

Year:  1996        PMID： 11666962     DOI： 10.1021/jo951531m

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  4 in total

1.  Ethylene in organic synthesis. Repetitive hydrovinylation of alkenes for highly enantioselective syntheses of pseudopterosins.

Authors:  Daniel J Mans; G Adam Cox; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2011-03-30       Impact factor: 15.419

2.  In Pursuit of an Ideal C-C Bond-Forming Reaction: Development and Applications of the Hydrovinylation of Olefins.

Authors:  T V Rajanbabu
Journal:  Synlett       Date:  2009       Impact factor: 2.454

3.  Ligand tuning in asymmetric hydrovinylation of 1,3-dienes: a stereoselective route to either steroid-C20 (S) or -C20 (R) derivatives.

Authors:  Biswajit Saha; Craig R Smith; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2008-06-21       Impact factor: 15.419

4.  Broadly Applicable Stereoselective Syntheses of Serrulatane, Amphilectane Diterpenes, and Their Diastereoisomeric Congeners Using Asymmetric Hydrovinylation for Absolute Stereochemical Control.

Authors:  Srinivasarao Tenneti; Souvagya Biswas; Glen Adam Cox; Daniel J Mans; Hwan Jung Lim; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2018-07-27       Impact factor: 15.419
  4 in total

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