Ab initio and semiempirical corroboration of the observed stereoselectivity in the transannular Diels-Alder reaction leading to steroids

DOI: 10.1016/S0040-4020(98)00600-0

Source and publish data:

Tetrahedron p. 10089 - 10110 (1998)

Update date:2022-08-05

Topics:

Authors:

Couturier, Michel

Dory, Yves L.

Fortin, Daniel

Rouillard, Alain

Deslongchamps, Pierre

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

Article abstract of DOI:10.1016/S0040-4020(98)00600-0

Various 14-membered macrocyclic trienes underwent transannular Dieis- Alder reactions to yield tetracyclic structures that are stereoisomers of steroids. Due to the complexity of the effects at work during these reactions, a thorough molecular modeling study was carried out. Thus, some molecular mechanics, semiempirical and ab initio methods were compared and the results were finally used to rationalize the experimental results.

Full text of DOI:10.1016/S0040-4020(98)00600-0

Products guided by the article

Product name:2-[(1E,3E)-5-(tert-Butyl-diphenyl-silanyloxy)-penta-1,3-dienyl]-5-oxo-cyclopentanecarboxylic acid methyl ester

Cas No:213665-15-7

R&D Labs maybe for 213665-15-7

Simagchem Corporation

website:http://www.simagchem.com

Contact:+86-592-2680277

Address:21/F Hualong Office Building,No.6 Hubin East Road, Xiamen,China
Shanghai Balmxy Pharmaceutical Co., Ltd

Contact:0086-21-24206007

Address:Room 402, 15#, No. 909 wangyue Road, shanghai, P. R. China
Suzhou SuKaiLu Chemical Technology Co., Ltd.

Contact:+86-512-62766020

Address:Floor 4, Building 1, Xinyi Pharmaceutical Valley Wisdom Industrial Park, 415 Changyang Street, Suzhou Industrial Park, Jiangsu Province
Yancheng Creator Chemical Co., Ltd

Contact:0086-515-88710008 88710068 88710858 88710868

Address:No.21 Renming Road, Longgang Town, Yandu County,Yancheng City
Dongguan Albiya Energy Science and Technology Co.,Ltd

Contact:+86-769-22181286

Address:Huanan Industial Park, Dongguan,China

Relevant to this article

8-Azaadenine 2',3'-dideoxyribonucleosides: Synthesis via 1,2,3-triazolo[4,5-d]pyrimidinyl anions

Doi:10.1002/hlca.19920750615
(1992)
A synthetic approach to 3-hydroxy 4-substituted carboxylic acids based on the stereoselective reduction of 1-trimethylsilyl-1-alkyn-3-ones

Doi:10.1016/S0040-4020(00)00905-4
(2000)
Design and synthesis of pyrrolidine-5,5′-trans-lactams (5-oxo-hexahydropyrrolo[3,2-b]pyrroles) as novel mechanism-based inhibitors of human cytomegalovirus protease. 4. Antiviral activity and plasma stability

Doi:10.1021/jm030810w
(2003)
Doi:10.1016/S0040-4039(00)75428-1
(1968)
Enantioselective construction and utilization of 2-(cyclohex-2-enyl)phenols

Doi:10.1055/s-1998-1844
(1998)
Synthesis of bradykinyl-peptide and peptidyl-bradykinin.

Doi:10.1248/cpb.16.1997
(1968)

Article Doi