Design of Brønsted acid-assisted chiral Brønsted acid catalyst bearing a bis(triflyl)methyl group for a Mannich-type reaction.Org Lett. 2006 Jul 20; 8(15):3175-8.OL
Abstract
[Structure: see text] A new Brønsted acid-assisted chiral Brønsted (chiral BBA) acid catalyst (1) was developed by substituting a hydroxy group of optically active 1,1'-bi(2-naphthol) with a stronger Brønsted acidic group such as a bis(trifluoromethanesulfonyl)methyl group. The enantioselective Mannich-type reaction of ketene silyl acetals with aldimines catalyzed by (R)-1 in the presence of stoichiometric achiral proton sources gave (S)-beta-amino esters in high yield with moderate to good enantiomeric excesses.
Pub Type(s)
Journal Article
Language
eng
PubMed ID
16836359
Citation
Hasegawa, Aiko, et al. "Design of Brønsted Acid-assisted Chiral Brønsted Acid Catalyst Bearing a Bis(triflyl)methyl Group for a Mannich-type Reaction." Organic Letters, vol. 8, no. 15, 2006, pp. 3175-8.
Hasegawa A, Naganawa Y, Fushimi M, et al. Design of Brønsted acid-assisted chiral Brønsted acid catalyst bearing a bis(triflyl)methyl group for a Mannich-type reaction. Org Lett. 2006;8(15):3175-8.
Hasegawa, A., Naganawa, Y., Fushimi, M., Ishihara, K., & Yamamoto, H. (2006). Design of Brønsted acid-assisted chiral Brønsted acid catalyst bearing a bis(triflyl)methyl group for a Mannich-type reaction. Organic Letters, 8(15), 3175-8.
Hasegawa A, et al. Design of Brønsted Acid-assisted Chiral Brønsted Acid Catalyst Bearing a Bis(triflyl)methyl Group for a Mannich-type Reaction. Org Lett. 2006 Jul 20;8(15):3175-8. PubMed PMID: 16836359.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Design of Brønsted acid-assisted chiral Brønsted acid catalyst bearing a bis(triflyl)methyl group for a Mannich-type reaction.
AU - Hasegawa,Aiko,
AU - Naganawa,Yuki,
AU - Fushimi,Makoto,
AU - Ishihara,Kazuaki,
AU - Yamamoto,Hisashi,
PY - 2006/7/14/pubmed
PY - 2006/7/14/medline
PY - 2006/7/14/entrez
SP - 3175
EP - 8
JF - Organic letters
JO - Org Lett
VL - 8
IS - 15
N2 - [Structure: see text] A new Brønsted acid-assisted chiral Brønsted (chiral BBA) acid catalyst (1) was developed by substituting a hydroxy group of optically active 1,1'-bi(2-naphthol) with a stronger Brønsted acidic group such as a bis(trifluoromethanesulfonyl)methyl group. The enantioselective Mannich-type reaction of ketene silyl acetals with aldimines catalyzed by (R)-1 in the presence of stoichiometric achiral proton sources gave (S)-beta-amino esters in high yield with moderate to good enantiomeric excesses.
SN - 1523-7060
UR - https://www.unboundmedicine.com/medline/citation/16836359/Design_of_Brønsted_acid_assisted_chiral_Brønsted_acid_catalyst_bearing_a_bis_triflyl_methyl_group_for_a_Mannich_type_reaction_
L2 - https://doi.org/10.1021/ol060939a
DB - PRIME
DP - Unbound Medicine
ER -
