Enantioselective Synthesis of the Bottom Half of Chlorothricolide. 2. A Comparative Study of Substituent Effects on the Stereoselectivity of the Key Intramolecular Diels-Alder Reaction

DOI: 10.1021/jo00238a049

Source and publish data:

Journal of Organic Chemistry p. 710 - 712 (1988)

Update date:2022-08-05

Topics:

Authors:

Roush, William R.

Riva, Renata

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

Article abstract of DOI:10.1021/jo00238a049

The intramolecular Diels-Alder reactions of trienes 4-7 were studied to evaluate the ability of diene (TMS, Br) and dienophile (CHO, CO2Me) substituents to influence Diels-Alder stereoselectivity and thereby define the optimal precursor to the bottom half of chlorothricolide.

Full text of DOI:10.1021/jo00238a049

Products guided by the article

Product name:methyl 1α-(benzyloxy)-8-bromo-5β-methyl-6β-<3-<(tert-butyldiphenylsilyl)oxy>prop-1-yl>-1,2,3,4,4aα,5,6,8aα-octahydronaphthalene-5α-carboxylate

Cas No:132048-07-8

R&D Labs maybe for 132048-07-8

Wuhan Shengmao Corp

website:http://www.shengmaochem.com

Contact:86-27-82853423, 82819281

Address:Rm 202, A Unit Huaqiao Building No. 2, Lihuangpi Road, Wuhan, China
Acros Pharmatech Limited

website:http://www.acrospharmatech.com

Contact:+1-3234804688

Address:Flat/RM 1502,Easey Commercial building 253-261 Hennessy Road,Wanchai，HongKong
Ceresking Ecology & Technology co.,ltd

Contact:86 22 66218397

Address:Room 1613, Zheshang Mansion, No. 1988, Yingbin Avenue, Binhai New District, Tianjin,China.
Hangzhou yi lu biont technology Co., LTD

Contact:+86-571-88152630

Address:Hangzhoushi HuafengRoad Yicheng3Building1001room.
Zibo Jujin Chemical Industry Co., Ltd.（Dongming Jujin Chemical Industry Co., Ltd. ）

Contact:+86-533-2975022

Address:No.99 Shanquan Road, Zhangdian District

Relevant to this article

Pd-catalyzed cycloisomerization-allylation of 4-alkynones: Synthesis of 5-homoallylfuran derivatives

Doi:10.1016/j.tetlet.2011.06.037
(2011)
Chiral Primary Amine Organocatalysts for Syn-selective Asymmetric Cross-Aldol Reactions

Doi:10.1016/S1872-2067(10)60237-9
(2011)
Conversion of des-6-methyl-2,3-oxidosqualene to 19-norlanosterol by 2,3-oxidosqualene-sterol cyclase.

Doi:10.1021/ja00735a034
(1971)
Palladium-catalyzed domino C-S coupling/carbonylation reactions: An efficient synthesis of 2-carbonylbenzo[ b ]thiophene derivatives

Doi:10.1021/ol200880m
(2011)
K₂CO₃-promoted domino reactions: Construction of functionalized 2,3-dihydrobenzofurans and clofibrate analogues

Doi:10.1021/jo2008675
(2011)
Substrate-Controlled Diastereoselectivities in Catalyzed and Uncatalyzed Hydroborations of Acyclic Allylic Alcohol Derivatives: Secondary Orbital Effects Involving d?-p? Interactions

Doi:10.1021/jo00003a023
(1991)

Article Doi