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syn-selective direct catalytic asymmetric Mannich-type reactions of hydroxyketones using Y{N(SiMe3)2}3/linked-BINOL complexes.
Org Lett. 2005 Nov 10; 7(23):5339-42.OL

Abstract

[reaction, structure: see text] Chiral Y{N(SiMe3)2}3/linked-BINOL catalyst generated Y-enolate in situ from various hydroxyketones (R2 = aryl, heteroaryl). Beta-amino-alpha-hydroxy ketones (R1 = aryl, heteroaryl, alkenyl) were obtained syn-selectively (up to 96/4) in high ee (up to 98%) and good yield (up to 98% yield).

Authors+Show Affiliations

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo 7-3-1, Bunkyo-ku, Tokyo 113-0033, Japan.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

16268573

Citation

Sugita, Mari, et al. "Syn-selective Direct Catalytic Asymmetric Mannich-type Reactions of Hydroxyketones Using Y{N(SiMe3)2}3/linked-BINOL Complexes." Organic Letters, vol. 7, no. 23, 2005, pp. 5339-42.
Sugita M, Yamaguchi A, Yamagiwa N, et al. Syn-selective direct catalytic asymmetric Mannich-type reactions of hydroxyketones using Y{N(SiMe3)2}3/linked-BINOL complexes. Org Lett. 2005;7(23):5339-42.
Sugita, M., Yamaguchi, A., Yamagiwa, N., Handa, S., Matsunaga, S., & Shibasaki, M. (2005). Syn-selective direct catalytic asymmetric Mannich-type reactions of hydroxyketones using Y{N(SiMe3)2}3/linked-BINOL complexes. Organic Letters, 7(23), 5339-42.
Sugita M, et al. Syn-selective Direct Catalytic Asymmetric Mannich-type Reactions of Hydroxyketones Using Y{N(SiMe3)2}3/linked-BINOL Complexes. Org Lett. 2005 Nov 10;7(23):5339-42. PubMed PMID: 16268573.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - syn-selective direct catalytic asymmetric Mannich-type reactions of hydroxyketones using Y{N(SiMe3)2}3/linked-BINOL complexes. AU - Sugita,Mari, AU - Yamaguchi,Akitake, AU - Yamagiwa,Noriyuki, AU - Handa,Shinya, AU - Matsunaga,Shigeki, AU - Shibasaki,Masakatsu, PY - 2005/11/5/pubmed PY - 2005/11/5/medline PY - 2005/11/5/entrez SP - 5339 EP - 42 JF - Organic letters JO - Org Lett VL - 7 IS - 23 N2 - [reaction, structure: see text] Chiral Y{N(SiMe3)2}3/linked-BINOL catalyst generated Y-enolate in situ from various hydroxyketones (R2 = aryl, heteroaryl). Beta-amino-alpha-hydroxy ketones (R1 = aryl, heteroaryl, alkenyl) were obtained syn-selectively (up to 96/4) in high ee (up to 98%) and good yield (up to 98% yield). SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/16268573/syn_selective_direct_catalytic_asymmetric_Mannich_type_reactions_of_hydroxyketones_using_Y{N_SiMe3_2}3/linked_BINOL_complexes_ L2 - https://doi.org/10.1021/ol052384+ DB - PRIME DP - Unbound Medicine ER -
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