Stereochemistry of remote dianion addition to imines. Application to the synthesis of (1S, 8aS)-1-hydroxyindolizidine

DOI: 10.1016/0040-4020(95)00037-9

Source and publish data:

Tetrahedron p. 2865 - 2874 (1995)

Update date:2022-08-03

Topics: Formation of the Iminium Ion Further Functionalization

Authors:

Green, Diana L. C.

Kiddle, James J.

Thompson, Charles M.

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

Article abstract of DOI:10.1016/0040-4020(95)00037-9

A stereoselective route to (1S, 8aS)-1-hydroxyindolizidine is reported herein that incorporates as a pivotal step the diastereoselective addition of the dianion of 4-(phenylsulfonyl)butanoic acid (4-PSBA) to a chiral α-benzyloxymethyl imine.

Full text of DOI:10.1016/0040-4020(95)00037-9

Products guided by the article

Product name:(S)-3-((2R,3S)-3-Benzenesulfonyl-1-benzyl-piperidin-2-yl)-3-benzyloxymethoxy-propan-1-ol

Cas No:163041-44-9

R&D Labs maybe for 163041-44-9

Zhejiang Chemicals Import & Export Corporation

Contact:86-571-87043088

Address:No.37,Qingchun Road,Hangzhou,China
QINGDAO TAOSIGN INTERNATIONAL TRADE CO.,LIMITED

Contact:+86-0532-82683616

Address:RM1402, Doublestar Seacoase 7#, No. 5 Guizhou Road, Qingdao, Shandong, China
SHANXI JINJIN CHEMICAL INDUSTRIAL CO.,LTD

website:http://www.jinjingroup.com

Contact:86-574-13989382828

Address:Economic And Technological Development Zone,Hejin?City,Shanxi Province?,China
Hangzhou Gangjin Chemical Co.,Ltd.(expird)

Contact:+86-571-85109780

Address:707 Zhejiang Minhang Bldg., No.290 Zhongshan North Road, Hangzhou 310003, China
Shandong General Materials Co.,Ltd（Shandong Aoertong Chemical Co., Ltd）

Contact:86-531-88072280

Address:No. 1825 Hualong Road, Licheng District, Jinan, Shandong, China

Relevant to this article

Improved and practical synthesis of [2,4,5-tris(trimethylsilyl)- Phenyl](phenyl)iodonium triflate and utilization as a 1,4-benzdiyne synthon

Doi:10.1002/adsc.201400081
(2014)
Regioselective Oxidative Cleavage of Functionalized Unsymmetric Tetraalkylstannanes via Ozone

Doi:10.1016/0040-4039(94)88057-3
(1994)
Noncovalent functionalization of carbon nanotubes by fluorescent polypeptides: Supramolecular conjugates with pH-dependent absorbance and fluorescence

Doi:10.1166/jnn.2013.7851
(2013)
Assignment of the absolute configuration and total synthesis of (+)-caripyrin

Doi:10.1002/ejoc.201402540
(2014)
(-)-Complanine, an inflammatory substance of marine fireworm: A synthetic study

Doi:10.3762/bjoc.5.12
(2009)
Doi:10.1016/S0040-4020(01)85370-9
(1994)

Article Doi