Literature DB >> 14737532

Intramolecular S(N)2' cyclization of an alkyllithium species onto a methoxy allyl ether is syn selective.

Thomas E La Cruz1, Scott D Rychnovsky.   

Abstract

The preference for syn- or anti-addition of an intramolecular S(N)2[prime or minute] cyclization of an alkyllithium species onto a methoxy allyl ether has been proven unequivocally to take place by a syn S(N)2[prime or minute] mechanism.

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Year:  2003        PMID: 14737532     DOI: 10.1039/b314358a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  Stereoselectivity of intramolecular SN' cyclizations of alkyllithium reagents on methoxy alkenes.

Authors:  Thomas E La Cruz; Scott D Rychnovsky
Journal:  J Org Chem       Date:  2006-02-03       Impact factor: 4.354

2.  Forming tertiary organolithiums and organocuprates from nitrile precursors and their bimolecular reactions with carbon electrophiles to form quaternary carbon stereocenters.

Authors:  Martin J Schnermann; Nicholas L Untiedt; Gonzalo Jiménez-Osés; Kendall N Houk; Larry E Overman
Journal:  Angew Chem Int Ed Engl       Date:  2012-08-24       Impact factor: 15.336

  2 in total

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