Investigation of the diastereoselectivity during the addition of an enantiomerically pure (2-lithiophenyl)acetaldehyde acetal to various imines

DOI: 10.1246/cl.1998.799

Source and publish data:

Chemistry Letters p. 799 - 800 (1998)

Update date:2022-07-30

Topics:

Authors:

Wuensch, Bernhard

Nerdinger, Sven

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

Article abstract of DOI:10.1246/cl.1998.799

The diastereoselectivity during the addition of the homochiral (2-lithiophenyl)acetaldehyde acetal 1b to various imine components was investigated. The diastereoselectivity could be raised to 84.2% de by addition of 1b to benzylidenanisidine 2h. Removal of the tosyl and the p-methoxyphenyl protective groups of 3c, 4c and 3h/4h succeeded with sodium in liquid ammonia and ammonium cerium(IV) nitrate, respectively, to yield the enantiopure benzhydrylamines 5 and 6.

Full text of DOI:10.1246/cl.1998.799

Products guided by the article

Product name:(+)-benzyl N-<(αS)-2-<<(4R,5R)-4,5-bis(2-methoxypropan-2-yl)-1,3-dioxolan-2-yl>methyl>benzhydryl>carbamat

Cas No:213686-58-9

R&D Labs maybe for 213686-58-9

HEBEI BRANT PHARMACEUTICAL

Contact:+86-0311-84455288-844

Address:Mayu Industrial Park, Jinzhou, Hebei, China.
HANGZHOU FOREWIN PHARMA CO., LTD

Contact:+86-571-89053961

Address:hangzhou
Hawks Chemical

Contact:+44 (0)161 367 9441

Address:
Synchemie Co., Ltd.

website:http://www.synchemie.com/

Contact:+86-574-87642758

Address:Room 901, Yinyi Bund Building， 132 Renmin Road
JIEJIE GROUP CO.,LTD.

Contact:+86 021-51698675

Address:1701, Jielong Plaza, No.618 Pingliang Rd, ShangHai,China

Relevant to this article

Redox cycling of segmented copper helicates [17]

Doi:10.1021/ja981284e
(1998)
Gold(III)-Catalyzed Regioselective Oxidation/Cycloisomerization of Diynes: An Approach to Fused Furan Derivatives

Doi:10.1021/acs.orglett.8b01915
(2018)
New and efficient selenium reagents for stereoselective selenenylation reactions

Doi:10.1039/a804264k
(1998)
σ-Carbon versus π-arene interactions in the solid-state structures of trimeric and dimeric copper aryls (CuAr)_n (n = 3, Ar = 2,6-Ph₂C₆H₃; n = 2, Ar = 2,6-Mes₂C₆H₃)

Doi:10.1021/om980446c
(1998)
A series of metal complexes with the non-innocent N,N′- bis(pentafluorophenyl)-o-phenylenediamido ligand: Twisted geometry for tuning the electronic structure

Doi:10.1039/b714974c
(2008)
Bis-ethylene-dichloroplatinum.

Doi:10.1038/165859a0
(1950)

Article Doi