A straightforward approach to the galanthan ring system using the imine Michael reaction followed by a radical cyclization

2001 ◽  
Vol 42 (44) ◽  
pp. 7823-7827 ◽  
Author(s):  
Ivan Jabin ◽  
Pierre Netchitaı̈lo
Keyword(s):  
Michael Reaction ◽  
Ring System ◽  
Radical Cyclization ◽  
Straightforward Approach

New Approach to the Steroid BCD-Ring System Using Tandem Radical Cyclization

1997 ◽  
Vol 62 (7) ◽  
pp. 1912-1913 ◽  
Author(s):  
Takashi Takahashi ◽  
Satoshi Tomida ◽  
Yasuharu Sakamoto ◽  
Haruo Yamada
Keyword(s):  
Ring System ◽  
Radical Cyclization ◽  
New Approach

ChemInform Abstract: New Approach to the Steroid BCD-Ring System Using Tandem Radical Cyclization.

ChemInform ◽  
2010 ◽  
Vol 28 (32) ◽  
pp. no-no
Author(s):  
T TAKAHASHI ◽  
S. TOMIDA ◽  
Y. SAKAMOTO ◽  
H. YAMADA
Keyword(s):  
Ring System ◽  
Radical Cyclization ◽  
New Approach

Synthetic studies on cyathin diterpenes - Total synthesis of (±)-allocyathin B3

2004 ◽  
Vol 82 (2) ◽  
pp. 254-267 ◽  
Author(s):  
Dale E Ward ◽  
Yuanzhu Gai ◽  
Qi Qiao ◽  
Jianheng Shen
Keyword(s):  
Total Synthesis ◽  
Ring System ◽  
Radical Cyclization ◽  
Isopropyl Group ◽  
Hydroxymethyl Group ◽  
Relative Stereochemistry ◽  
Synthetic Studies ◽  
Vinyl Triflate

The synthesis of racemic allocyathin B3 from an advanced intermediate possessing the ring system and relative stereochemistry but lacking the isopropyl and hydroxymethyl groups is reported. The isopropyl group was introduced by radical cyclization of a methyl propargyl acetal of an α-bromoketone and the hydroxymethyl group was generated by Pd-catalyzed carbonylation of a vinyl triflate. The route provides functionalized intermediates that could allow access to more complex members of the cyathin family of diterpenes. Several modifications and improvements to the procedures previously described for the synthesis of the advanced intermediate have been achieved.Key words: cyathin diterpenes, cyathanes, allocyathin B3.

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