Model study for synthesis of the cytochalasin D cycloundecanone ring system

1982 ◽  
Vol 47 (22) ◽  
pp. 4384-4386 ◽  
Author(s):  
E. Vedejs ◽  
M. J. Arnost ◽  
J. M. Eustache ◽  
G. A. Krafft
1983 ◽  
Vol 14 (11) ◽  
Author(s):  
E. VEDEJS ◽  
M. J. ARNOST ◽  
J. M. EUSTACHE ◽  
G. A. KRAFFT

Synlett ◽  
2020 ◽  
Vol 31 (16) ◽  
pp. 1623-1628
Author(s):  
Keisuke Suzuki ◽  
Hiroshi Takikawa ◽  
Kazuki Murata ◽  
Shogo Sato ◽  
Takuma Kawada ◽  
...  

Toward a stereoselective total synthesis of the lactonamycins, we recently reported an approach to the DEF-ring system. Here we report a model study for constructing the ABCD-ring system, revealing a viable approach through (1) construction of the C-ring by asymmetric benzoin cyclization, (2) introduction of an angular hydroxy group through oxidation of an isoxazolium salt, and (3) construction of the AB rings through a ring-opening/closing sequence.


Synlett ◽  
2020 ◽  
Author(s):  
Keisuke Suzuki ◽  
Hiroshi Nakakohara ◽  
Yoichi Hirano ◽  
Ken Ohmori ◽  
Hiroshi Takikawa

AbstractToward a total synthesis of acremoxanthone A, we report a model study on the construction of the EFG ring system. The key steps include (1) an intermolecular 1,3-dipolar cycloaddition of an aryl nitrile oxide with a dienone, and (2) an SNAr reaction for construction of the F ring.


Author(s):  
Osamu Ishibashi ◽  
Mami Nishiyama ◽  
Eunsang Kwon ◽  
Masaru Hashimoto ◽  
Shigefumi Kuwahara ◽  
...  

Abstract Seiridiasteriscane A is an asteriscane-type sesquiterpenoid bearing a trans-fused bicyclo[6.3.0]undecane skeleton. Although its biosynthesis has been proposed to involve a semipinacol rearrangement of a putative intermediary acetate bearing a bicyclo[7.2.0]undecane ring system (presumably derived from co-isolated pestalotiopsin M) followed by epimerization of the resulting cis-fused seiridiasteriscane B, such a type of semipinacol rearrangement has never been reported so far. Our model study revealed that a 1-hydroxybicyclo[7.2.0]undecan-2-yl acetate underwent a smooth and stereospecific semipinacol rearrangement with the assistance of Et2AlCl to give the corresponding bicyclo[6.3.0]undecane-9-one. In addition, the resulting cis-fused 5,8-bicyclic ketone was partially epimerized to the corresponding trans-fused ketone by prolonged adsorption onto a silica gel plate. These results may support a recently proposed biosynthetic pathway of seiridiasteriscane A.


Tetrahedron ◽  
2001 ◽  
Vol 57 (1) ◽  
pp. 127-134 ◽  
Author(s):  
S.M. Abdur Rahman ◽  
Hiroaki Ohno ◽  
Hitoshi Yoshino ◽  
Norifumi Satoh ◽  
Mahoto Tsukaguchi ◽  
...  

1999 ◽  
Vol 40 (21) ◽  
pp. 4007-4010 ◽  
Author(s):  
Scott McN. Sieburth ◽  
Kevin F. McGee ◽  
Taleb H. Al-Tel
Keyword(s):  

1984 ◽  
Vol 75 ◽  
pp. 461-469 ◽  
Author(s):  
Robert W. Hart

ABSTRACTThis paper models maximum entropy configurations of idealized gravitational ring systems. Such configurations are of interest because systems generally evolve toward an ultimate state of maximum randomness. For simplicity, attention is confined to ultimate states for which interparticle interactions are no longer of first order importance. The planets, in their orbits about the sun, are one example of such a ring system. The extent to which the present approximation yields insight into ring systems such as Saturn's is explored briefly.


2014 ◽  
Vol 35 (3) ◽  
pp. 144-157 ◽  
Author(s):  
Martin Bäckström ◽  
Fredrik Björklund

The difference between evaluatively loaded and evaluatively neutralized five-factor inventory items was used to create new variables, one for each factor in the five-factor model. Study 1 showed that these variables can be represented in terms of a general evaluative factor which is related to social desirability measures and indicated that the factor may equally well be represented as separate from the Big Five as superordinate to them. Study 2 revealed an evaluative factor in self-ratings and peer ratings of the Big Five, but the evaluative factor in self-reports did not correlate with such a factor in ratings by peers. In Study 3 the evaluative factor contributed above the Big Five in predicting work performance, indicating a substance component. The results are discussed in relation to measurement issues and self-serving biases.


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