Novel asymmetric desymmetrization of meso-1,2-diols via diastereoselective β-elimination of chiral α-arylsulfinyl acetals

DOI: 10.1016/0040-4020(96)00294-3

Source and publish data:

Tetrahedron p. 6527 - 6546 (1996)

Update date:2022-09-26

Topics:

Authors:

Maezaki, Naoyoshi

Soejima, Motohiro

Takeda, Miwako

Sakamoto, Atsunobu

Matsumori, Yuki

Tanaka, Tetsuaki

Iwata, Chuzo

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

Article abstract of DOI:10.1016/0040-4020(96)00294-3

Enantioselective desymmetrization of meso-1,2-diols was accomplished via diastereoselective C-O bond fission of acetals derived from various optically active β-ketosulfoxides with high diastereoselectivities. The substituent at the γ-position of the β-ketosulfoxide plays an important role in this cleavage.

Full text of DOI:10.1016/0040-4020(96)00294-3

Products guided by the article

Product name:1-Phenyl-3-((R)-toluene-4-sulfinyl)-propan-2-one

Cas No:157611-54-6

R&D Labs maybe for 157611-54-6

Zhengzhou Gecko Scientific Inc.

Contact:0371-88884176

Address:56 Hongzhuan Road, Zhengzhou, China
Shijiazhuang Frontierchem Co., Ltd.

Contact:+86-311-89271196

Address:4-4-202 No.15 Biandian Street,Shijiazhuang
WEIFANG RICHEM INTERNATIONAL LTD

Contact:86-536-2222176

Address:weifang,shandong
Changzhou Screw International Trading Co., Ltd.

Contact:13906149256,18001495888

Address:Jiangsu，Jintanqu
Shanghai Forever Synthesis Co.,Ltd.

Contact:021-61124658

Address:Zhoukang Road,Pudong New District,Shanghai,China

Relevant to this article

Boron Difluoride Complexes of Expanded N-Confused Calix[n]phyrins That Demonstrate Unique Luminescent and Lasing Properties

Doi:10.1002/anie.201606246
(2016)
Diastereoselective yang photocyclization reactions in solution. Synthesis of enantiopure azetidin-3-ol derivatives

Doi:10.1021/jo0481497
(2005)
Oxyfunctionalization reactions by perfluoro cis-2,3-dialkyloxaziridines. Enantioselective conversion of silanes into silanols

Doi:10.1016/S0040-4039(00)73424-1
(1994)
Elucidation of the Stereochemistry of the α-Amidoalkylation Products Resulting from the Interaction of Allyltrimethylsilane with Electrophilic Glycine Menthyl Ester Derivatives

Doi:10.1002/prac.19943360410
(1994)
Readily available ruthenium complex for efficient dynamic kinetic resolution of aromatic α-hydroxy ketones

Doi:10.1021/ol500764q
(2014)
Use of menthyl 2-methoxynaphthalene-1-sulfinates in the Andersen synthesis of optically active sulfoxides. Facile cleavage by Grignard reagents of some aromatic methyl ethers

Doi:10.1071/CH9941925
(1994)

Article Doi