Erratum: Amines bearing tertiary substituents by tandem enantioselective carbolithiation - Rearrangement of vinylureas (Organic Letters (2013) 15 (34-37))

Full text of DOI:10.1021/ol4002009

ORGANIC
LETTERS
2013
Vol. 15, No. 4
974–976
Additions and Corrections
Volume 15, 2013
Michael Tait, Morgan Donnard, Alberto Minassi, Julien
Lefranc, Beatrice Bechi, Giorgio Carbone, Peter O’Brien,
and Jonathan Clayden*
Amines Bearing Tertiary Substituents by Tandem Enantio-
selective CarbolithiationÀRearrangement of Vinylureas
Pages 34À37. Owing to our misrepresentation of the relative
configuration of compound S1 and the absolute configura-
tion of compound S2 in the Supporting Information, all
chiral, enantiomerically enriched compounds in this paper
have erroneously been represented as their enantiomers. As
a result the following corrections should be made:
Scheme 2

Abstract/TOC graphic. The Abstract/TOC graphic below
shows the corrected structures.
Page 36, first paragraph. The sentence should read,
“Since both protonation and aryl migration are stereo-
chemically retentive,16 and carbolithiation is syn selec-
tive,6 we deduce that (À)-sparteine leads to aryl migration
to the Si face of the alkenyl group;the front face as
drawn;of vinyl ureas 1.”
Page 37, second paragraph. The sentence should read,
“We assume that the reactions begin with an asymmetric
carbolithiation, in which the diamine-complexed orga-
nolithium attacks one enantiotopic face of the alkene
(Si for 4; Re for 5) to form a stereodefined organolithium
under kinetic control.”
Schemes 2À5 show the corrected structures.
Scheme 3
Org. Lett., Vol. 15, No. 4, 2013
975

Scheme 4
Scheme 5
Supporting Information Available. The name and
structure of compounds S1 and S2 have been changed
from R to S at the relevant stereogenic center in the
revised file (p S-4). This material is available free of charge
via the Internet at http://pubs.acs.org.
10.1021/ol4002009
Published on Web 01/31/2013
976
Org. Lett., Vol. 15, No. 4, 2013