Asymmetric Synthesis Using Chirally Modified Borohydrides. Part 3. Enantioselective Reduction of Ketones and Oxime Ethers with Reagents Prepared from Borane and Chiral Amino Alcohols

DOI: 10.1039/P19850002039

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 2039 - 2044 (1985)

Update date:2022-08-04

Topics:

Authors:

Itsuno, Shinichi

Nakano, Michio

Miyazaki, Koji

Masuda, Hirofumi

Ito, Koichi

et al. et al.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/P19850002039

The asymmetric reduction of aromatic and aliphatic ketones, halogeno ketones, keto esters, and ketone oxime ethers with reagents prepared from borane and chiral amino alcohols has been investigated.When α,α-diphenyl-β-amino alcohols, such as (2S,3R)-(-)-2-amino-3-methyl-1,1-diphenylpentanol (2d), were used as a chiral auxiliary, very high enantioselectivities (ca. 90percent e.e.) were obtained in the reduction of various ketones and oxime ethers.

Full text of DOI:10.1039/P19850002039

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:(2S,3R)-(-)-2-amino-3-methyl-1,1-diphenylpentanol

Cas No:104354-35-0

R&D Labs maybe for 104354-35-0

Quzhou Aokai Chemical Co., Ltd.

Contact:86-570-3032832

Address:NO.16 , Laodong Road,Quzhou City, Zhejiang Province,China
MENGNA

Contact:18698110882

Address:1303 No2 building,LuoMa Garden,YongAn Road,Hexi District,Tianjin city
Zhejiang Kente Chemical Co.,Ltd.

Contact:86-0576-87651912

Address:No.7, Fengxi West Road, Modern Industrial Zone
Nanjing Vincero International Trading Co.,Ltd

Contact:8618936897229

Address:NO.68, ZhuShan Road, JiangNing WanDa Plaza, Building E Room 1703
SHUNYUANSHENG BIO-PHARMTECH CO., LTD

website:https://www.whsysbio.com

Contact:--

Address:Building 13, Liandong U Valley-Wuhan Economic Innovation Valley, No. 259, Xingsan Road, Shamao Street, Hannan District, Wuhan City, Hubei Province

Relevant to this article

Study of an unexpected rearrangement of the α-phenyl pyrane derivatives prepared via hetero-Diels-Alder reaction of acyclic vinyl allenes and aldehydes

Doi:10.1021/jo8010107
(2008)
Doi:10.1039/j39710000149
(1971)
Me₃SiCl-promoted three-component coupling reaction of a functionalized enamine, an acetal, and an alkyne: An unprecedented approach to the synthesis of tetrasubstituted pyridines via a [3 + 2 + 1] intermolecular cyclization

Doi:10.1021/jo801090h
(2008)
Silica gel and polystyrene supported aluminum chloride as heterogeneous catalysts for the preparation of α-aminophosphonates

Doi:10.1002/hc.20629
(2010)
Pseudohalide-induced structural variations in hydrazone-based metal complexes: Syntheses, electrochemical studies and structural aspects

Doi:10.1016/j.ica.2008.01.019
(2008)
Doi:10.1021/ja01482a054
(1961)

Article Doi