The first synthesis of an optically active molecular bevel gear with only two cogs on each wheel

Tetrahedron Letters

Volumn 39, Issue 11, 1998, Pages 1373-1376

  Fuji, Kaoru ^a   Oka, Takahiro ^a   Kawabata, Takeo ^a   Kinoshita, Takayoshi ^b  

^a KYOTO UNIVERSITY   (Japan)

^b ASTELLAS PHARMA INC   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ETHER DERIVATIVE; NAPHTHYL GROUP; ORGANIC COMPOUND;

ARTICLE; CHEMICAL STRUCTURE; ENANTIOMER; OPTICAL ROTATION; SYNTHESIS;

EID: 0032510279     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10848-6     Document Type: Article

References (21)

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17. iPrOH-hexane). Isolation of enantiomerically enriched 8 (90% ee) was accomplished by preparative HPLC on the same conditions. Due to the readily-racemizing nature of 8, enantiomerically enriched 8 was kept at -78 °C except when HPLC analysis was running.
18. R = 11 min for (-)-10.
19. 15. Condensation of dl-9 with (S)-(+)-α-methoxy-1-phenylacetic acid gave (+)-(S, S, S, S)-11 (7%), (-)-11 (4%), and the corresponding mono esters (21%).
20. 3. The structure was refined to R = 0.051, Rw = 0.041. Atomic coordinates, bond lengths and angles, and thermal parameters have been deposited at the Cambridge Crystallographic Data Centre.
21. 17. Nakanishi, K.; Berova, N. In Circular Dichroism-Principles and Applications; Nakanishi, K., Berova, N., Woody, R. W., Eds.; VCH Publishers, Inc.; New York, NY, 1994; p 361.