An efficient dipeptide-catalyzed direct asymmetric aldol reaction of equimolar reactants in solid media.

Abstract:

:The direct asymmetric aldol reactions of equivalent molar amounts of aldehydes and ketones were carried out at -20 degrees C over alkaline Al(2)O(3) with 20 mol % of Pro-Trp as catalyst and 20 mol % of N-methylmorpholine or 1,4-diazabicyclo[2.2.2]octane as additive. After simple and environmentally friendly work-up, moderate to high isolated yields (up to 95%), good diastereoselectivities (>99:1), and enantioselectivities (up to 98% ee) have been achieved for the reactions of different kinds of ketones with various aldehydes. The catalytic system could be reused without decrease of activity by addition of 10 mol % catalyst and base in the catalytic system.

journal_name

Chirality

journal_title

Chirality

authors

Lei M,Xia S,Wang J,Ge Z,Cheng T,Li R

doi

10.1002/chir.20783

subject

Has Abstract

pub_date

2010-06-01 00:00:00

pages

580-6

issue

6

eissn

0899-0042

issn

1520-636X

journal_volume

22

pub_type

杂志文章