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

CHANGYI CITY FENGRUN FINE CHEMICAL CO.,LTD

website:http://www.fengrunhuagong.com

Contact:+86-536-7869976

Address:Changyi Coastal Economic Development Zone
Shanghai Maxchemco Chemical Industry Co., Ltd.

Contact:(86)21-51079223

Address:No.1305-8, B241, the Ecust Park, Huajing Road, Xuhui District, Shanghai
JIANGXI ZHANGFENG CHEMICAL CO., LTD.

Contact:+86-0799-3413066

Address:Xiyuan village, Xiabu Town, Xiangdong District
shanghai payne pharm co.,ltd.

Contact:+86-021-58123769

Address:No.780 of Cailun Road,Zhangjiang Hi-tech Park,Pudong,Shanghai
Shijiazhuang Frontierchem Co., Ltd.

Contact:+86-311-89271196

Address:4-4-202 No.15 Biandian Street,Shijiazhuang

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