Asymmetric reactions in continuous flow

• Xiao Yin Mak,
• Paola Laurino and
• Peter H. Seeberger

Beilstein J. Org. Chem. 2009, 5, No. 19, doi:10.3762/bjoc.5.19

• also employed in a similar flow system for the asymmetric α-chlorination of acid chlorides (Scheme 7) [31][32]. This cinchona alkaloid derivative served the dual purpose of dehydrohalogenation and asymmetric induction, and was found to be reusable at least up to 100 times, after regeneration each time

• flow. Asymmetric synthesis of ß-lactams. α-Chlorination of acid chlorides in flow. Asymmetric Michael reaction in continuous flow. Enantioselective addition of Et2Zn to benzaldehyde using monolithic chiral amino alcohol. Continuous-flow hydrolytic dynamic kinetic resolution of epibromohydrin (32

Silica- bound benzoyl chloride mediated the solid- phase synthesis of 4H-3,1-benzoxazin- 4-ones

• Kurosh Rad-Moghadam and
• Somayeh Rouhi

Beilstein J. Org. Chem. 2009, 5, No. 13, doi:10.3762/bjoc.5.13

• ], reaction of anthranilic acid with acid chlorides [21], treatment of methyl N-aroylanthranilates or methyl 2-ureidobenzoates with concentrated sulfuric acid [22], rearrangement of o-nitrophenylacetic acid in boiling acetic anhydride [23], condensation of 2-azidobenzoic acid with aldehydes [24

• reagent and is prone to hydrolysis but in comparison with commonly used dehydrating acid chlorides such as acetyl chloride and benzoyl chloride which are more hygroscopic and difficult to handle, it has negligeable vapour pressure so can be used simply. In addition, SBBC is not lost to environment as it

New diarylmethanofullerene derivatives and their properties for organic thin- film solar cells

• Daisuke Sukeguchi,
• Surya Prakash Singh,
• Mamidi Ramesh Reddy,
• Hideyuki Yoshiyama,
• Rakesh A. Afre,
• Yasuhiko Hayashi,
• Hiroki Inukai,
• Tetsuo Soga,
• Shuichi Nakamura,
• Norio Shibata and
• Takeshi Toru

Beilstein J. Org. Chem. 2009, 5, No. 7, doi:10.3762/bjoc.5.7

• heterojunction thin film. Synthesis of diarylmethanofullerene derivatives Diarylmethanofullerene derivatives were synthesized according to the method cited in the literature [26]. Synthetic routes are shown in Scheme 1. Generally, the Friedel–Crafts acylation of benzene derivatives 10–14 with acid chlorides 3–9

The enantiospecific synthesis of (+)-monomorine I using a 5-endo- trig cyclisation strategy

• Malcolm B. Berry,
• Donald Craig,
• Philip S. Jones and
• Gareth J. Rowlands

Beilstein J. Org. Chem. 2007, 3, No. 39, doi:10.1186/1860-5397-3-39

• methodology was limited by the finding that acylation of 3 (X = NDpp) could only be achieved with non-enolisable acid chlorides, rendering it unsuitable for the synthesis of (+)-monomorine I. Ultimately, no single protecting group was found to be suitable and it was necessary to exploit a combination of

Allylsilanes in the synthesis of three to seven membered rings: the silylcuprate strategy

• Asunción Barbero,
• Francisco J. Pulido and
• M. Carmen Sañudo

Beilstein J. Org. Chem. 2007, 3, No. 16, doi:10.1186/1860-5397-3-16

• -vinylcuprate species toward electrophiles increases their synthetic potential (Scheme 1). [7][8] A large number of electrophiles (alkyl and allyl halides, epoxides, ketones, α,β-unsaturated oxo compounds and acid chlorides, unsaturated nitriles and imines) have been successfully used in this reaction, leading

• oxocompounds provides an easy entry to the synthesis of oxoallylsilanes 3–8 which are useful synthons for cyclopentane annulations (Scheme 2). [7][9] Acid chlorides react with 2 affording divinyl ketones 9–10. Allylsilanes 3–8 carrying an electrophilic carbonyl moiety readily undergo intramolecular cyclization

• reaction between 2 and α,β-unsaturated acid chlorides provides an easy approach to silylated divinyl ketones 9–10 (Scheme 2), which are excellent precursors for silicon-directed Nazarov cyclizations. Acid catalysed electrocyclic closure (TFA, 0–20°C) allows the formation of exocyclic 2-methylenecyclopentan

Stereoselective α-fluoroamide and α-fluoro- γ-lactone synthesis by an asymmetric zwitterionic aza-Claisen rearrangement

• Kenny Tenza,
• Julian S. Northen,
• David O'Hagan and
• Alexandra M. Z. Slawin

Beilstein J. Org. Chem. 2005, 1, No. 13, doi:10.1186/1860-5397-1-13

• utilising α-fluorocarboxylic acid chlorides with N-allylmorpholine and N-allypyrrolidines. The reaction with N-allylmorpholine is efficient, however by using homochiral pyrrolidine auxiliaries, successful asymmetric reactions were achieved with (R)-N-allyl-2-(diphenylmethyl)pyrrolidine 15, but particularly