Synlett

A novel method for the stereoselective synthesis of tetralins and indanes

Z Appelbe, M Casey, CM Keaveney, CJ Kelly

Index: Appelbe, Zelda; Casey, Mike; Keaveney, Claire M.; Kelly, Cornelius J. Synlett, 2002 , # 9 p. 1404 - 1408

Full Text: HTML

Citation Number: 4

Abstract

Abstract Heavily-substituted 1-aryltetralins and 1-arylindanes were prepared in a highly stereoselective manner using a two-step sequence. Addition of t-butyl benzyl sulfoxides to unsaturated carbonyl compounds gave conjugate adducts with high diastereoselectivity. Treatment of the adducts with SnCl 4 generated benzyl carbocations which reacted intramolecularly with suitably-positioned aromatic rings to give tetralins and indanes, ...

Related Articles:

Enantioselective Synthesis, Configurational Stability, and Reactivity of Lithium α??tert??Butylsulfonyl Carbanion Salts

[Scholz, Roland; Hellmann, Gunther; Rohs, Susanne; Oezdemir, Diana; Raabe, Gerhard; Vermeeren, Cornelia; Gais, Hans-Joachim European Journal of Organic Chemistry, 2010 , # 24 p. 4588 - 4616]

A Novel Approach to the Practical Synthesis of Sulfides: An InBr3–Et3SiH Catalytic System Promoted the Direct Reductive Sulfidation of Acetals with Disulfides

[Sakai, Norio; Moritaka, Kohei; Konakahara, Takeo European Journal of Organic Chemistry, 2009 , # 24 p. 4123 - 4127]

Synthesis and X-ray crystal structure determination of 3, 4-diphenyl-6-(diphenylmethyl)-1, 5-dioxa-2-thiane-2-oxide

[Breau, L.; Sharma, N. K.; Butler, J. R.; Durst, T. Canadian Journal of Chemistry, 1991 , vol. 69, # 2 p. 185 - 188]

A discriminating protecting group strategy for alcohols and amines

[Liotta, Louis J.; Ganem, Bruce Israel Journal of Chemistry, 1991 , vol. 31, # 3 p. 215 - 222]

A Convenient Method for the Preparation of Sulfides

[Yamato, M.; Takeuchi, Y.; Hattori, K.; Hashigaki, K. Synthesis, 1982 , # 12 p. 1014 - 1015]

More Articles...