Highly enantioselective alkyne additions to aldehydes in the presence of 1,1'-bi-2-naphthol and hexamethylphosphoramide.

Abstract:

:It is found that the addition of hexamethylphosphoramide to the solution of an alkyne, Et(2)Zn, and (S)-1,1'-bi-2-naphthol in methylene chloride allows the generation of an alkynylzinc at room temperature and shows highly enantioselective additions to aldehydes. The mild condition for the formation of the alkynylzinc reagent enables the use of functional alkynes in this asymmetric reaction with excellent enantioselectivity. It avoids the reflux of the toluene solutions of the alkynes and Et(2)Zn as previously reported.

authors

Gao G,Xie RG,Pu L

doi

10.1073/pnas.0307136101

keywords:

subject

Has Abstract

pub_date

2004-04-13 00:00:00

pages

5417-20

issue

15

eissn

0027-8424

issn

1091-6490

pii

0307136101

journal_volume

101

pub_type

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