Studies on chromium (0)-promoted higher-order cycloaddition-based benzannulation. Total synthesis of (+)-estradiol
JH Rigby, NC Warshakoon…
Index: Rigby, James H.; Warshakoon, Namal C.; Payen, Anne J. Journal of the American Chemical Society, 1999 , vol. 121, # 36 p. 8237 - 8245
Full Text: HTML
Citation Number: 42
Abstract
A benzannulation sequence featuring [6π+ 4π] cycloaddition of (η6-thiepin 1, 1-dioxide) tricarbonylchromium (0) complexes with highly substituted dienes followed by Ramberg- Bäcklund rearrangement has been developed. Enantiomerically pure (+)-estradiol (estra-1, 3, 5 (10)-triene-3, 17β-diol) has been synthesized by employing a higher-order cycloaddition between an appropriately substituted thiepin dioxide chromium (0) complex and a diene ...
Related Articles:
Facile cleavage of ethers in ionic liquid
[Cheng, Lili; Aw, Carlin; Ong, Siew Siang; Lu, Yixin Bulletin of the Chemical Society of Japan, 2007 , vol. 80, # 10 p. 2008 - 2010]
Organophosphorus redox systems
[Kaim, Wolfgang; Lechner-Knoblauch, Ulrike; Haenel, Peter; Bock, Hans Journal of Organic Chemistry, 1983 , vol. 48, p. 4206 - 4208]
New synthesis of estradiol from androsta-1, 4-diene-3, 17-dione
[Vasiljeva; Demin; Kochev; Lapitskaya; Pivnitsky Russian Chemical Bulletin, 1999 , vol. 48, # 3 p. 593 - 595]
[Lim, Chongsoo; Evenson, Gerald N.; Perrault, William R.; Pearlman, Bruce A. Tetrahedron Letters, 2006 , vol. 47, # 36 p. 6417 - 6420]
[Node, Manabu; Nishide, Kiyoharu; Fuji, Kaoru; Fujita, Eiichi Journal of Organic Chemistry, 1980 , vol. 45, # 22 p. 4275 - 4277]