In:
European Journal of Organic Chemistry, Wiley, Vol. 2015, No. 15 ( 2015-05), p. 3314-3319
Abstract:
Diastereoselective quaternization of ortho ‐sulfinylbenzyl‐methylpropargylic carbanions has been carried out with various allylic, propargylic, and benzylic halides. The stereoselectivity is efficiently controlled by the sulfinyl group, acting as a remote chiral auxiliary. Desulfinylation of the resulting compounds with t BuLi provides access to enantiopure 1,5‐enynes, 1,5‐diynes, and 4‐arylalkynes bearing all‐carbon quaternary propargylic centers.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2015.15
DOI:
10.1002/ejoc.201500004
Language:
English
Publisher:
Wiley
Publication Date:
2015
detail.hit.zdb_id:
1410000-9
detail.hit.zdb_id:
1475010-7
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