4.8 Article

Highly (E)-Selective BF3•Et2O-Promoted Allylboration of Chiral Nonracemic α-Substituted Allylboronates and Analysis of the Origin of Stereocontrol

Journal

ORGANIC LETTERS
Volume 12, Issue 12, Pages 2706-2709

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol1007444

Keywords

-

Funding

  1. National Institutes of Health [GM038436, GM026782]

Ask authors/readers for more resources

delta-Methyl-substituted homoallylic alcohols 2 were prepared in 71-88% yield, E:Z>30:1 and 93% to >95% ee via BF3 center dot Et2O-promoted allylboration with alpha-Me-allylboronate 1. The origin of high (E)-selectivity is proposed.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.8
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available