1990
DOI: 10.1021/jo00304a021
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1,3-Benzodithiolium cation mediated cyclization reactions

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Cited by 22 publications
(4 citation statements)
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“…Not only can the organocatalytic α alkylation of 3 constitute the addition of a formyl equivalent, but the introduction of the 1,3‐benzodithiol group in a stereoselective fashion can also allow the generation of an anionic ( 2 ) or cationic ( 3 ) equivalent. Furthermore, deprotection of 1,3‐benzothiole with Raney Ni can give direct access to a methyl group 13. Herein we report the first practical and highly organocatalytic stereoselective addition of the commercially available cation 3 a to various functionalized aldehydes and the easy functionalization of the isolated adducts.…”
Section: Methodsmentioning
confidence: 99%
“…Not only can the organocatalytic α alkylation of 3 constitute the addition of a formyl equivalent, but the introduction of the 1,3‐benzodithiol group in a stereoselective fashion can also allow the generation of an anionic ( 2 ) or cationic ( 3 ) equivalent. Furthermore, deprotection of 1,3‐benzothiole with Raney Ni can give direct access to a methyl group 13. Herein we report the first practical and highly organocatalytic stereoselective addition of the commercially available cation 3 a to various functionalized aldehydes and the easy functionalization of the isolated adducts.…”
Section: Methodsmentioning
confidence: 99%
“…Aromatic annulations which form carbocyclic derivatives possessing latent functionality are of considerable utility due to their potential applications in the elaboration of natural products …”
Section: Introductionmentioning
confidence: 99%
“…Our approach began with the NaBH 4 reduction of ketone 4 , which furnished the corresponding alcohol as a single stereoisomer (Scheme ) . After protection with TBSOTf, the benzodithiane group was removed upon oxidation with NBS. , Resultant ketone 5 was then converted to its methyl enol ether with KHMDS/MeOTf.…”
mentioning
confidence: 99%