Literature DB >> 11678703

Highly stereoselective asymmetric construction of an acyclic carbon skeleton having two adjacent alkyl substituents by Michael addition of optically active allenyltitaniums to alkylidenemalonates.

Y Song1, S Okamoto, F Sato.   

Abstract

[reaction: see text]. Enantio-enriched allenyltitaniums prepared in situ by the reaction of optically active secondary propargyl phosphates with a divalent titanium reagent Ti(O-i-Pr)4/2i-PrMgCl react readily with alkylidenemalonates with excellent regio- and diastereoselectivities to afford the Michael addition products with a high optical purity, thus opening up a new asymmetric method for construction of an acyclic carbon skeleton bearing two adjacent alkyl substituents.

Entities:  

Year:  2001        PMID: 11678703     DOI: 10.1021/ol016652p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  A biosynthetically inspired synthesis of (-)-berkelic acid and analogs.

Authors:  Christopher F Bender; Christopher L Paradise; Vincent M Lynch; Francis K Yoshimoto; Jef K De Brabander
Journal:  Tetrahedron       Date:  2018-01-12       Impact factor: 2.457

2.  A concise synthesis of berkelic acid inspired by combining the natural products spicifernin and pulvilloric acid.

Authors:  Christopher F Bender; Francis K Yoshimoto; Christopher L Paradise; Jef K De Brabander
Journal:  J Am Chem Soc       Date:  2009-08-19       Impact factor: 15.419

  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.