Preparation of functionalized metacyclophanes by intramolecular benzannulation of bisenynes

Tetrahedron Letters

Volumn 41, Issue 21, 2000, Pages 4201-4204

  Liu, Jian Xiu ^a   Saito, Shinichi ^a   Yamamoto, Yoshinori ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

Benzannulation; Enynes; Metacyclophane; Palladium

Indexed keywords

MACROCYCLIC COMPOUND; METACYCLOPHANE DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; MOLECULAR INTERACTION; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0001078187     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00565-7     Document Type: Article

References (9)

1. For a review, see: Cyclophane Chemistry; Fögtle, J. P.; Wiley: Chichester, England, 1993.
2. (a) Saito, S.; Salter, M. M.; Gevorgyan, V.; Tsuboya, N. Tando, K.; Yamamoto, Y. J. Am. Chem. Soc. 1996, 118, 3970-3971.
3. (b) Gevorgyan, V.; Tando, K.; Uchiyama, N.; Yamamoto, Y. J. Org. Chem. 1998, 63, 7022-7025.
4. (a) Saito, S.; Tsuboya, N.; Yamamoto, Y. J. Org. Chem. 1997, 62, 5042-5047.
5. (b) Weibel, D.; Gevorgyan, V.; Yamamoto, Y. J. Org. Chem. 1998, 63, 1217-1220.
6. Saito, S.; Tsuboya, N.; Chounan, Y.; Nogami, T.; Yamamoto, Y. Tetrahedron Lett. 1999, 40, 7529-7532.
7. Weir, J. R.; Patel, B. A.; Heck, R. F. J. Org. Chem. 1980, 45, 4926-4931.
8. Under these highly dilute conditions, no dimeric compounds or polymeric compounds were isolated. When we carried out these reactions at higher concentration, the formation of the polymer was observed.
9. 5: 262.0840. Found: 262.0834. Other products were characterized similarly.