Application of zinc(II)-binol for the formal aza-Diels-Alder reaction of N-arylimines with Danishefsky's diene: CD-based absolute stereochemistry determination, origin of asymmetric induction and mechanistic considerations

DOI: 10.1002/ejoc.200700731

Source and publish data:

European Journal of Organic Chemistry p. 5771 - 5779 (2007)

Update date:2022-08-05

Topics: Danishefsky's Diene Mechanistic Considerations

Authors:

Di Bari, Lorenzo

Guillarme, Stephane

Hanan, John

Henderson, Andrew P.

Howard, Judith A. K.

Pescitelli, Gennaro

Probert, Michael R.

Salvadori, Piero

Whiting, Andrew

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

Article abstract of DOI:10.1002/ejoc.200700731

Zinc(II)-binol has been employed as an efficient Lewis acid catalyst (10 or 100 mol-% loading) for the formal aza-Diels-Alder reaction of ester, furyl and dimethyl acetal-substituted N-aryl imines. Asymmetric induction varies from poor to good, with the m

Full text of DOI:10.1002/ejoc.200700731

Products guided by the article

Product name:(S)-N-p-Methoxyphenyl-4-oxo-1,2,3,4-tetrahydro-pyridine-2-carboxylic acid ethyl ester

Cas No:690224-49-8

R&D Labs maybe for 690224-49-8

Xi'an Kaixiang Photoelectric Technology Co., Ltd

website:http://www.kxmaterials.com/

Contact:86-29-15991651477

Address:Building 6, Biopharmaceutical Industry R&D Cluster Base, No. 16, Caotang 4th Road, Caotang Science and Technology Industrial Base, High-tech Zone, Xi'an City, Shaanxi Province, China
Chengdu King-tiger Pharm-chem. Tech. Co., Ltd

Contact:028-85317716

Address:Tianfu Life Science Park, No. 88 South Keyuan Road, Gaoxin District, Chengdu City, Sichuan Province, PRC.
NEM CHEMICAL CO.，LTD

website:http://www.NEM.COM.CN

Contact:+86-393-4411771

Address:The west section of shengli Road,Puyang,Henan Province,China
Hangzhou Ocean Chemical Co., Ltd.

website:http://www.hzoceanchem.com

Contact:+86-571-88025872, 28272092, 28272096

Address:Room 623 ,Building No 1 , COFCO Radius Commercial Center Xiwen Road, Xiacheng District, Hangzhou, Zhejiang Province, China
Chengdu Green technology Co.,Ltd.

Contact:86-28-82608355

Address:C9 ,Economic Headquarters, Economic Development Zone, Chengdu.

Relevant to this article

A Stereocontrolled Access to (+/-)-, (-)-, and (+)-Patchouli Alcohol

Doi:10.1002/hlca.19810640515
(1981)
Total Synthesis of Fontanesine B and Its Isomer: Their Antiproliferative Activity against Human Colorectal Cancer Cells

Doi:10.1002/hlca.201900116
(2019)
RCM-mediated synthesis of trifluoromethyl-containing nitrogen heterocycles

Doi:10.1021/jo060893z
(2006)
Discovery and SAR studies of 3-amino-4-(phenylsulfonyl)tetrahydrothiophene 1,1-dioxides as non-electrophilic antioxidant response element (ARE) activators

Doi:10.1016/j.bioorg.2020.104614
(2021)
Synthesis of Dimeric ADP-Ribose and Its Structure with Human Poly(ADP-ribose) Glycohydrolase

Doi:10.1021/ja512528p
(2015)
Formation of neutral and cationic methyl derivatives of titanium containing cyclopentadienyl and aryloxide ancillary ligation

Doi:10.1021/om0341404
(2004)

Article Doi